Sullivan
Microsoft has discontinued support for Internet Explorer. To access the Sullivan website, please install a modern browser like Microsoft Edge or Google Chrome.

Biography

Amy Sheridan, a member of the firm's Management Committee, concentrates her practice in the employee benefits and executive compensation area and is experienced in designing, structuring and addressing documentation and compliance issues for compensation and benefit arrangements. She has broad expertise with regulatory and tax requirements related to welfare plans (including the Affordable Care Act and HIPAA privacy and security requirements), qualified and nonqualified retirement plans and IRAs. A lecturer on Executive Compensation at Boston University Law School's Graduate Tax Program, Amy designs and reviews nonqualified deferred compensation arrangements and is noted for her skill and deep knowledge of Internal Revenue Code Sections 409A, 457(f) and 457A and tax rules related to equity arrangements. She has been recognized for her work in structuring novel and creative deferred compensation, bonus and phantom equity arrangements and is a thought-leader on post-Dobbs legal developments and their impact on employee benefit plan arrangements. 

Amy has worked with clients in the financial technology and blockchain, life sciences, healthcare, real estate, professional services, education, financial services, hotel and hospitality, esports and gaming, media and not-for-profit sectors and regularly advises domestic and multinational companies ranging from start-ups to public companies.

Amy was selected to Massachusetts Lawyers Weekly’s 2024 “Top Women of Law.” In 2022, Amy was chosen by the National Law Journal as an Employment Law Trailblazer. She has been ranked by Chambers USABest Lawyers in America® and The Legal 500 U.S.

Education
  • Boston University School of Law (LL.M.)
    • Taxation
  • Harvard Law School (J.D.)
  • Wellesley College (B.A., magna cum laude)
Bar & Court Admissions
  • Massachusetts
  • U.S. Tax Court
Professional Qualifications
  • Boston Bar Association, Tax Committee, At-Large Member
  • Boston Bar Association, ERISA Committee, Former Co-Chair
  • Lecturer, Boston University School of Law, Graduate Tax Program
  • Women's Network Advisory Board, Greater Boston Chamber of Commerce, former member
  • Boston Compensation Advisory Board, former member
  • American Society of Pension Professionals & Actuaries - New England Benefits Council, Former Programming Chair
  • Women's Leadership Program, Greater Boston Chamber of Commerce
Awards & Honors
  • Top Women of Law, Massachusetts Lawyers Weekly (2024)
  • Top 10 Most Influential Employee Benefits Lawyers in Massachusetts, Business Today (2023)
  • National Law Journal, Employment Law Trailblazer (2022)
  • Boston Magazine Top Lawyers, Tax Law (2021, 2022)
  • Best Lawyers in America® (2022-2026)
  • Best Lawyers' Employee Benefits (ERISA) Law Lawyer of the Year (2026)
  • Chambers USAEmployee Benefits & Executive Compensation (Massachusetts) (2015-2026)
  • Recommended by The Legal 500 U.S. (2014-2026)
  • "Rising Star," Massachusetts Super Lawyers (2007-2015)
Community Engagement
  • Wellesley College Alumnae Association of Boston, Former Co-President
Viewpoints
All Viewpoints
Hiring: Add a Colleague, Not a Liability
Hiring a new employee is typically a moment of optimism—and sometimes, the relationship really does go wonderfully for its entire length and ultimately ends on good terms. But when that hope is treated as an assumption, companies make themselves vulnerable. If a client-facing employee does not have a non-solicitation agreement, a business’s customers could be poached. A new employee, hired because of their great industry relationships, might actually have an undisclosed non-compete or non-solicit with a competitor—and suddenly, your business is being sued. Strong contracts are an essential part of protecting the business against unexpected outcomes. ​Using Contracts to Protect Business Assets By requiring upfront agreement on boundaries to protect the business—such as agreements regarding non-solicitation, non-competition, confidentiality, invention assignment, and non-disparagement—a business both discourages disloyalty in the first place and has ammunition if an employee later crosses the line. Companies often invest substantial resources into relationships, whether with employees or with business partners, but these relationships can be vulnerable to poaching. For example, an employee may look effective and helpful to customers because of institutional support that costs the business time and money, but which is invisible to the customer, who assumes the individual employee deserves all credit. A non-solicitation agreement bars a former employee from trying to ​hire the company’s employees and/or from trying to do business with the company's clients for a fixed period of time after the relationship ends. This protects the company's investment in those relationships. Most businesses depend on information that they would not want a competitor to have. If a confidentiality agreement is not written clearly enough, it might turn out to be a picket fence where barbed wire is needed. Confidential information is not just cutting-edge scientific research—it can also include hard-won insight into specific customer preferences, proprietary analysis of market trends, and much more. New hires who are likely to be given access to confidential information should generally be required to sign a confidentiality agreement that firmly protects the business’s informational assets. A confidentiality agreement needs to appropriately define the confidential information being protected and the expectations on the employee (such as not disclosing that information or using it outside non-disclosure and return of information at the end of employment). Similarly, invention assignment agreements ensure that the employee’s ideas—particularly those in line with the company’s own business, research, or development—belong to the business. This prevents employees from collecting a salary while developing ideas that would be valuable to the business—but keeping those ideas to themselves, possibly to use in competition against the business. Non-solicitation and confidentiality agreements are important, but they can be difficult to enforce in time to prevent damage. A business often will not know that confidential information was given away or misused until it is much too late to the put the horse back in the barn. A non-competition agreement prevents a former employee from competing against the business for a fixed amount of time. Especially when a former employee has had access to confidential information and to valuable business relationships, this can be a valuable for tool for avoiding misbehavior. If an employee cannot work for a competitor at all, they are less likely to be in situations where they might violate other restrictions. Finally, a non-disparagement agreement protects the company’s reputation. However, some employees may balk at agreeing to this upfront, before the relationship has even begun. Companies should consider whether a non-disparagement agreement is a term worth including as a hiring requirement. As with most employment terms, a company may decide that this term will be included for certain hires, but not all. Agreements should match the specific needs of each employment situation; to be enforced, it is essential that they also match state law. State employment laws vary substantially. One state may require that a confidentiality agreement have an exception for sexual harassment; another may require certain carve-outs to invention assignment agreements; a third may impose an annual compensation minimum for non-solicitation agreements; a fourth may require that employees are told of their right to consult with counsel before signing a non-competition agreement. An agreement that does not comply with applicable state law might not be enforceable, which means the company does not have the protection it thought it had. In some cases, a noncompliant contract raises additional issues: for example, in California, non-competition agreements are banned in most circumstances, and businesses face a penalty if they require an employee to sign one. Businesses should work with counsel on agreements that are appropriate to each circumstance and applicable state and federal law. Hiring from Competitors Conversely, businesses often hire people who have worked in the field before—perhaps even at a competitor. Even though the business didn't sign the employee’s prior employment agreement and is not a party to it, when a former employee breaches a contract to benefit a competitor, the competitor is typically sued alongside the employee.[1] Upfront preparation can reduce risks. When hiring a new employee, a business may require the employee to confirm (as a written requirement of employment) that this job will not conflict with any other contractual commitments of that employee. If the employee raises a concern about another contract, the business should review the contract with counsel. In some instances, there may be an argument that the contract is not enforceable, and the employee and the business will each need to decide whether they are willing to take a risk. In some instances, there may be a confidentiality or non-solicitation restriction but no non-compete. In those cases, although employment is allowed, the former employer will likely be suspicious and may sue. When there are confidentiality and non-solicitation restrictions, businesses should strongly consider instructing the employee not to engage in any conduct that would violate those restrictions, and it may choose to be even more proactive by keeping the employee siloed from the customers or parts of the business that raise the contractual risk. Those protections can often be time-limited, such as to the amount of time remaining on a non-solicitation agreement. ​When ​a former employee does not have any prior agreement, a company has much more flexibility, but risks still exist. For example, the federal Defend Trade Secrets Act allows a business to sue for misappropriation of trade secrets, and a former employer may allege that a company misappropriated its trade secrets through the departed employee. Companies can reduce risks by providing instructions to employees that they should not use or disclose confidential information from any other business in their work. Requiring Commitment Employees sometimes engage in outside work. Guardrails set important expectations and give the business a clear exit ramp if an employee breaks the rules. For some positions, it may be appropriate to restrict all outside work. Most businesses would not want their CEO to be managing another business on the side. In those cases, requirements that an employee to devote their full business efforts to the position, and not to engage in outside work, makes the expectation both clear and firm. In other situations, outside work may be appropriate; additionally, some states have pro-moonlighting laws that protect employees’ off-hours activities. In those cases, agreements or policies create a moat of protection around the business. Businesses can set expectations around not participating in moonlighting during working hours, not using the business’s equipment for an outside venture, and similar issues. Conclusion By establishing clear rules up-front, a business encourages the right type of behavior from the beginning, and it is better able to defend itself against attacks from current and former employees—often the people who best know its vulnerabilities and its proprietary secrets. [1] Whether the former employer’s claim against the new employer is strong, or even viable at all, are different questions and depend on many factors, including specific facts and state law. But even an unsuccessful claim can force expensive defense costs and distractions from the business.   Further resource: Listen to Erika Todd discuss legal concerns for freelancers with fulltime jobs on The Freelance Mindset Studio podcast here. Coming up: The next article in this series will discuss key issues to know about creating incentive compensation plans—including the risks of a casual or ambiguous arrangements and triggers for tax penalties. This article is not legal advice. If you are interested in discussing any of these topics further, please contact a member of the Employment & Benefits Practice Group.
Winter 2026 Benefits Updates
Our winter alert addresses some of the retirement and welfare benefit changes that have been of most concern to our clients. Key 2026 Benefits Related Limits Roth Required Catch-Up Contributions Are Here Dealing With Retirement Plan Operational Problems Coming Soon . . . Retirement Plan Amendments HIPAA Notice Of Privacy Practices Updates By February 16th Training Reminders   Key 2026 Benefits Related Limits Roth Required Catch-Up Contributions Are Here After being postponed for two years, the mandate that catch-up contributions made by certain higher paid employees be treated as Roth contributions is finally here. Beginning in 2026, employees who are catch-up eligible (at least age 50 by year-end) and who earned more than $150,000 in FICA wages (Box 3 of Form W-2) in 2025 with the plan sponsor or its affiliates (“Affected Participants”) must have any elective deferral catch-up contributions treated as Roth (after-tax) rather than traditional (pre-tax) contributions. Affected Participants may continue to make regular elective deferral contributions (up to the annual limit of $24,500 for 2026) on either a traditional (pre-tax) or Roth (after-tax) basis. Remember To Index: In November, the Internal Revenue Service confirmed that the lookback year FICA amount for 2026 is $150,000, not $145,000. Be sure to confirm that your payroll and recordkeeping systems are using the right amount. Good faith compliance. There is a lot to implementing this new requirement. To the extent there is any good news, it is that plan sponsors and plan administrators are in a “good faith” compliance period in 2026 with the final regulations only becoming effective in taxable years beginning after December 31, 2026. (The final regulations apply to governmental and collectively bargained plans at a potentially later effective date.) That said, following the roadmap laid out by the final regulations this year is highly recommended. Implementation basics. As a reminder, elective deferrals, which include 401(k) and 403(b) contributions, may or may not be treated at the time deferred as “catch-up” contributions. While elective deferrals in excess of the annual limit ($24,500 for 2026) will always be treated as catch-up contributions when contributed, catch-up contributions can also be determined after year-end as a result of a testing failure (the ADP test), a limit failure (such as I.R.C. § 415(c) excess annual additions) or a limit imposed under the plan document (participants may only defer up to x% of compensation). That means that this cannot be solely a payroll issue or solely a recordkeeping issue. If the plan sponsor knows an amount is a catch-up contribution at the time of contribution (elective deferral contributions in excess of $24,500 for example), the plan sponsor is required to treat the elective deferrals as Roth going into the plan and the amount (subject to applicable income tax withholding) is reported as taxable on Form W-2. Otherwise, it is the responsibility of the plan administrator to ensure compliance. This can involve: (1) distributing the catch-up contributions if they should be Roth but were not contributed on a Roth basis; (2) recharacterizing the amount and reporting it as Roth on a Form W-2, but only if the W-2 has not yet been issued to the participant; or (3) recharacterizing and reporting the amount as an in-plan Roth conversion on Form 1099-R. Each approach has pros and cons. The final regulations also provide a $250 de minimis exception. Update Recordkeeper Feed: Recordkeepers may not have historically received Box 3 (FICA) wages or received enough payroll detail to be able to calculate that amount. If recordkeepers are not receiving this information now on a periodic basis, this information will likely need to be passed to them in early 2027 as part of the 2026 testing process. Alternatively, recordkeepers may expect to simply receive a flag that indicates whether or not a participant is an Affected Participant. This flag could be passed during the year or as part of year-end testing. Either way, ensuring that the recordkeeper receives this additional information will be critical to ensuring that this new requirement is satisfied. For most clients, all of this is reasonably straightforward (in theory at least). The biggest decisions have tended to be about whether to offer one or two payroll elections for elective deferrals (one for “regular” deferrals and one for catch-up contributions) and whether or not to adopt a “deemed” election approach whereby  an Affected Participant is deemed to have elected Roth with respect to catch-up contributions when the time comes. Although the deemed election approach requires notice to participants so that they can make a different election, the final regulations generally put a thumb on the scale by providing that unless the deemed election approach has been selected the only method to cure a Roth as catch-up failure is by making distributions. Finally, regulations permit plans to choose to take any elected Roth contributions made by an Affected Participant during the year into account as catch-up contributions, even if those dollars were not otherwise thought to be catch-up contributions when made. Example: Sally, an Affected Participant, contributes 10% as traditional (pre-tax) and 10% as Roth (after-tax) elective deferrals and upon reaching the 2026 $24,500 limit, has $12,250 in traditional (pre-tax) and $12,250 in Roth (after-tax) 401(k) contributions. Sally’s elective deferral contributions continue as catch-up contributions. But because she has already contributed $8,000 of elective deferrals as Roth, all deferrals in excess of $24,500 can continue to be split between traditional and Roth, or she could make all catch-up contributions as traditional or all as Roth, as she elects. Partners and Sole Proprietors. Unless (until?) Congress amends the law, self-employed persons (such as partners in partnerships) who are subject to SECA tax are generally not subject to this new requirement. That said, there are a few wrinkles. First, if an employee becomes a partner, the employee’s FICA wages in the prior year will be taken into account in determining whether the individual is an Affected Participant for the year. The final regulations also provide that in the case of a plan without a Roth contribution feature, a consequence of which is that Affected Participants cannot make catch-up contributions, nondiscrimination requirements can be satisfied only if all participants who are highly compensated employees (HCEs), including for this purpose any self-employed individuals, are prevented from making catch-up contributions. Controlled group complications. Based on our experience so far, the real complexity of the Roth as catch-up requirement comes into play with employers that are part of a controlled group with multiple plans. Issues range from the simple (whether or not to aggregate compensation across multiple affiliates) to the complex (consistency in approaches as required). In return for avoiding nondiscrimination testing, catch-up contributions are subject to a “universal availability” rule. That means that all plans within a controlled group must offer catch-up contributions or none can. (This same rule applies with respect to super catch-up contributions – the enhanced contribution limit for those ages 60, 61, 62 and 63.) With respect to the Roth as catch-up requirement, regulations provide that in identifying Affected Participants, FICA wages of each common law employer are taken into account without aggregating across a controlled group. Thus, for example, if an employee receives FICA wages from both a parent and a subsidiary organization, FICA wages are not aggregated for purposes of determining whether the employee is an Affected Participant.  Employers may, however, choose to aggregate, although if it happens, this must be documented in the plan document. Finally, where there are multiple plans in a controlled group, we believe that each plan can decide whether or not to adopt the deemed election approach as well as whether or not to treat earlier Roth contributions as Roth catch-up contributions. Focusing on corrections. Given all of the changes necessary to implement this new requirement, it is virtually inevitable that there will be errors. As noted, the regulations provide for three correction approaches (distribute, the W-2 method and the in-plan Roth conversion method). Whether these are the exclusive remedies is not clear. EPCRS, including the expansion of correction principles sanctioned by Congress as part of SECURE 2.0 Act, may remain available for plans that do not satisfy the requirements of the regulations. Documenting Good Faith Compliance: Recognizing that most plan sponsors and plan administrators will have by now made changes to their payroll and recordkeeping feeds, respectively, we suggest that the data be subject to an initial audit in March/April (that is, once W-2s are out and the 2025 year-end testing is done). It will certainly be easier to catch and correct problems early in 2026 instead of waiting until 2027. Dealing With Retirement Plan Operational Problems This may be a good time to conduct an audit not just on whether the new Roth as catch-up programming has been implemented correctly but as to whether other plan provisions are being properly administered. For example, among the most common problems identified by the Internal Revenue Service (and us) is the failure to properly apply a retirement plan’s definition of compensation. Part of the problem is that there may be multiple definitions of compensation used for different purposes and payroll changes may not have necessarily kept up with feeds to the recordkeeper. Common issues include the addition of new non-cash payroll codes (required to be treated as compensation for plan purposes if the plan is using a Box 1 of Form W-2 (with addbacks) definition, for example) and whether elective deferrals shut off once a participant has reached the annual compensation limit for the year – $360,000 for 2026. In the latter situation, the Internal Revenue Service position is that if the plan document allows, elective deferrals may be made on compensation in excess of the annual compensation limit, as long as all required testing is ultimately satisfied. Other issues include proper implementation of automatic enrollments and automatic increases, generally as well as the new mandatory automatic enrollment requirement, matching contribution calculation nuances and the many new (and often cumbersome) requirements around long-term part-time employees. Please contact a member of the Employment & Benefits Practice Group if you would like to receive a copy of our retirement plan checklist, which includes a listing of various events in the adoption, demise, annual and periodic operations of a retirement plan, or would like us to conduct a plan document or operational review. Coming Soon . . . Retirement Plan Amendments The time has come to amend tax-qualified retirement plans (including 403(b) arrangements) for various changes in the law including the original SECURE Act, the SECURE 2.0 Act, the CARES Act and the Taxpayer Certainty and Disaster Tax Relief Act of 2020. Pre-approved plans are on a slightly different cycle but for individually designed plans, documents will need to be amended by the last day of the plan year beginning on or after January 1, 2026 (December 31, 2026 for calendar year plans). At the moment, there is no indication that this deadline will be postponed (although the Internal Revenue Service just postponed the deadline for updating IRA documents), nor has any information yet been published as to whether or not individually designed plans may be filed with the Internal Revenue Service for an updated determination letter. Note, by the way, that Section 403(b) plans using a pre-approved plan will need to update their documents by December 31, 2026. Given the sheer number of changes in the law and the delayed effective dates of many, we have been urging plan sponsors and plan administrators to keep careful track of implementation dates. The Internal Revenue Service will require accurate effective dates for plan changes as part of required plan amendments. If you are behind on this task (did you increase the small balance cash-out limit to $7,000 and if so, as of what date? when did you first offer “super” catch-up contributions?), now is a good time to review your plan records and work with your recordkeepers to nail down effective dates of provisions. One final note. The Internal Revenue Service just published updated tax notices reflecting various changes in the law since August 2020 to be distributed to participants receiving a distribution (formerly known as the “402(f)” or “Special Tax Notice Regarding Plan Payments”). If you have a stash, be sure to obtain the updated versions, or reach out to a member of the Employment & Benefits Practice Group. The updated notices – one each for fully taxable and Roth balances – can be used for tax-qualified retirement plans, 403(a) and 403(b) arrangements and 457(b) governmental plans. Please contact a member of the Employment & Benefits Practice Group to coordinate amendments if you are using an individually designed plan document or if you would like us to review any vendor provided restatement. HIPAA Notice Of Privacy Practices Updates By February 16th Group health plans and other covered entities are required to ensure that certain health information created or received by the plan are protected in accordance with the requirements of the Health Insurance Portability and Accountability Act of 1996 (“HIPAA”). In addition to HIPAA protections that apply to protected health information (“PHI”) broadly, certain substance use disorder (“SUD”) records are subject to additional protections under 42 C.F.R. Part 2 (“Part 2”). The Part 2 protections are generally more rigorous than HIPAA’s protections for other types of PHI. Under HIPAA, covered entities are required to provide and furnish a Notice of Privacy Practices (“NPP”) describing HIPAA’s use and disclosure protections, individual rights and the covered entity’s legal duties with respect to PHI. The U.S. Department of Health and Human Services issued a final rule requiring that covered entities update their NPPs to address the Part 2 requirements that apply to SUD records, including the requirement for written consent to use or disclose SUD records and the prohibition on the use of SUD records in certain proceedings. NPPs are required to be updated by February 16, 2026 for these changes. For fully-insured arrangements, the insurer is generally responsible for updating and issuing NPPs. Sponsors of self-insured plans should ensure that their administrative service provider or consultants have prepared and delivered updated forms to covered individuals, or contact a member of the Employment & Benefits Practice Group for updated NPP language. If the plan posts its NPP on its website, it may distribute the revised NPP by posting the revised version by the new effective date and providing a hard copy in its next annual mailing. If the plan does not post the NPP on a website, it must provide the revised NPP (or a description of the change and how to obtain a revised NPP) within 60 days. In addition to updating NPPs, plan sponsors should note that if a business associate to a group health plan will process SUD records, Business Associate Agreements may need to be updated to contractually bind the business associate to comply with Part 2 requirements. Training Reminders A variety of training requirements apply in the employment and benefits realm. For example, so-called “covered entities,” which potentially picks up employer sponsored self-insured health arrangements (such as health reimbursement arrangements and health care flexible spending accounts), are required to provide training with respect to protected health information under HIPAA. In addition, other employment and/or benefits training is often encouraged by regulators, or viewed as a best practice, even where not required. In Massachusetts, for example, employers are encouraged to conduct anti-discrimination and sexual harassment training annually. And employees responsible for plans subject to ERISA, such as 401(k) plans, often benefit from periodic fiduciary training and operational compliance reviews. If you are interested in arranging training on these or other employment or benefits-related topics, please contact a member of the Employment & Benefits Practice Group.
Top Tier Firm, Legal 500 United States 2026
Sullivan & Worcester Ranked in the Legal 500 United States 2026 Edition
Boston, MA – Sullivan & Worcester announced that its practice groups and attorneys have been ranked and recommended in the Legal 500 United States 2026. The firm’s Real Estate practice was newly ranked Tier 1 in the “Real estate – mid-market ($0-500m)” category and the firm maintained rankings across a variety of practice areas. Partners Nicole Crum and John Steiner were newly ranked as Leading Partners and Ryan Rosenblatt as a Next Generation Partner. Peers and more than 300,000 corporate counsel were surveyed and interviewed globally in the past 12 months to assess law firms’ overall visibility and reputation, culminating in detailed rankings and editorial. The Legal 500 is an independent guide, and firms and individuals are recommended purely on merit. Sullivan's lawyers received the following rankings: Leading Partners: The Legal 500’s Guide to Outstanding Lawyers Nationwide Benjamin Armour - M&A: Middle-Market (Sub-$500m); M&A: middle-market ($0-250m) Ameek Ashok Ponda - Real Estate Investment Trusts (REITs)  Nicole Crum - Mutual/registered/exchange-traded funds Lewis Segall - M&A: Middle-Market (Sub-$500m); M&A: middle-market ($0-250m) John Steiner - Real estate – mid-market ($0-500m) Douglas Stransky - International Tax Joel Telpner - Fintech Next Generation Partners: The Legal 500’s Guide to Up-and-Coming Lawyers Nationwide Ryan Rosenblatt - General commercial disputes – mid-market ($250-500m) Sarah Wellings - Real Estate Investment Trusts (REITs) Practice Areas Ranked and Attorneys Recognized Corporate Governance “Our lead partner, Nicole Crum, who leads the investment industry practice, is exceptional. She demonstrates strong industry knowledge yet is very personable and anticipates what we need to know or what we should consider doing to handle any matter. The team roll up their sleeves and provide recommendations as to how we as a board should handle any matter. Strong service commitment and work ethic!” “The team we have at Sullivan & Worcester has served our company for years and knows the management team, staff as well as our board members. They are extremely responsive and proactive and anticipate what we should be aware of, concerned about, excited about, and how to handle oversight, processes and protocols to ensure we are carrying out our fiduciary duties. The partners are experts in this industry.” Leading Partner: Nicole Crum Recommended Lawyers: Howard Berkenblit, David Leahy Dispute Resolution/General Commercial Disputes “Diverse skillset. Client centric. Transparency. Urgency provided on all matters.” “I have worked with Gerry Silver for over 15 years and have found his pragmatic approach to complex matters refreshing. He understands our business, culture and market, and will give me his opinion in a digestible manner.” Next Generation Partner: Ryan Rosenblatt Recommended Lawyers: Gerry Silver, Patrick Dinardo, Laura Steinberg, Michael Sullivan, Amy Zuccarello, Erika Todd, Christopher Shields, Anna Lea McNerney Employee Benefits, Executive Compensation and Retirement Plans: Design “The level of expertise is top shelf. David Guadagnoli seems to know all of ERISA and IRS rulings.” “David Guadagnoli and Amy Sheridan both have superior knowledge in their respective areas. I value the ability to raise issues whether simple or complex. The firm takes the same diligent approach across all spectrums of complexity.” Recommended Lawyers: David Guadagnoli, Amy Sheridan Environment: Transactional Fintech “Sullivan & Worcester is one of the finest firms with which I have worked.” “The lawyers are excellent, and the firm consistently provides the highest quality of customer service.” Leading Partner: Joel Telpner Recommended Lawyers: Natalie Lederman, Benjamin Armour, Scott Kaufman, Harvey Bines, Christopher Curtis Land Use/Zoning Recommended Lawyers: Gregory Sampson, Ashley Brooks, Victor Baltera, Karen Kepler, Ashley Tan M&A: Corporate and Commercial: Venture Capital and Emerging Companies Recommended Lawyers: Scott Kaufman, Lewis Segall, Benjamin Armour, Michael Student M&A: Middle-Market ($0-250m) “The partner Lewis Segall has been working with our company for 15 years and we have a good working relationship with him. He knows our history and very attentive to our needs.” “Lewis Segall is very attentive to our needs. We very much value him.” Leading Partners: Benjamin Armour, Lewis Segall Recommended Lawyers: Natalie Lederman Mutual/Registered/Exchange-Traded Funds “Sullivan & Worcester's practice is defined by its deep expertise in investment funds and its ability to deliver clear, commercially grounded advice across the full fund lifecycle—from formation and structuring to regulatory compliance and complex transactions.” “The team is highly experienced, collaborative, and excel in efficient execution and clear communication.” Leading Partner: Nicole Crum Recommended Lawyers: David Leahy, David Mahaffey, Rachael Schwartz Real Estate Leading Partner: John Steiner Recommended Lawyers: Ashley Brooks, Karen Kepler, Gregory Sampson, Sharon Leifer, Louis Monti, Spencer Stone, Ashley Tan Real Estate Investment Trusts (REITs) “We have built multiple complex and sophisticated REIT platforms over the years and worked with many top-tier REIT specialists, but Sullivan’s REIT practice is by far the best, with Sarah Wellings.” Leading Partner: Ameek Ashok Ponda Next Generation Partner: Sarah Wellings Recommended Lawyers: Angela Gomes, Louis Monti, Shu Wei, Cameron Cosby International Tax “The international collaboration with S&W is exceptional.” “What really stands out is their willingness to engage, openness to different ideas and opinions, clearly expressed expectations, and clients' objectives.” Leading Partner: Douglas Stransky Recommended Lawyers: Lewis Greenwald, Eric Rietveld Tax > US Taxes: Contentious Recommended Lawyers: Richard Jones, David Nagle, Daniel Ryan, Caroline Kupiec Tax > US Taxes: Non-Contentious “Sarah Wellings is, quite simply, the best lawyer we have ever worked with. Her expertise extends far beyond tax and REIT matters, encompassing governance, financing, and complex commercial issues. Decades of experience and technical mastery make her an indispensable partner. Sarah is our central point of contact who makes everything seamless. Her in-house counsel background gives her a unique client perspective: she anticipates needs, solves problems before they arise, and delivers concise, well-structured updates that simplify even the most intricate issues. She coordinates effortlessly with all parties involved. Her judgment is exceptional. Sarah strikes the perfect balance between comprehensive academic rigor and practical, business-oriented advice. She combines technical REIT/tax excellence with commercial instincts, ensuring every recommendation is both legally sound and strategically smart. Her ability to translate complex law into clear, actionable guidance is unmatched. Sarah is incredibly responsive without ever sacrificing quality. She treats our matters as her own, demonstrating a rare ownership mindset and collaborative spirit. Her integrity is uncompromising, giving us absolute confidence in her counsel. In short, Sarah Wellings defines legal excellence: reliable, commercially minded, and client-focused. Working with her feels like being in the safest possible hands; she consistently exceeds expectations and orchestrates complex transactions with clarity and precision.” Recommended Lawyers: Ameek Ashok Ponda, Richard Jones, Douglas Stransky, Sarah Wellings About Sullivan Sullivan & Worcester (Sullivan) is a premier international law firm with lawyers in Boston, London, New York, Tel Aviv and Washington, D.C. Sullivan’s clients, including Fortune 500 companies, leading financial services firms and asset managers, boards of directors, real estate companies, and emerging businesses, rely on Sullivan’s ability to navigate complex legal and operational landscapes, the impeccable judgment of its lawyers, and its commitment to best-in-class client service.
Sullivan & Worcester Ranked in Chambers USA 2026 Edition
Boston, MA – Sullivan & Worcester announced that its practice groups and attorneys have been highly ranked by Chambers USA in its annual rankings of the foremost law firms and attorneys in the country. In the 2026 guide, the firm is newly ranked in Banking & Finance in Massachusetts and partner Will Hanson is newly ranked in Private Equity: Fund Formation in Massachusetts. Partner Ameek Ashok Ponda retained a Band 1 nationwide ranking for REITs: Tax and a Band 1 ranking in Massachusetts for Tax. Partner Cameron Cosby retained a Band 1 nationwide ranking for REITs: Tax. Partners Amy Sheridan and David Guadagnoli retained Band 1 rankings in Massachusetts for Employee Benefits & Executive Compensation. Partner Stephanie Monaco retained a Band 1 ranking nationwide in Investment Funds: Regulatory & Compliance. The Chambers USA guide ranks firms and attorneys annually based on in-depth research, as well as client and peer interviews. Chambers evaluates attorneys based on their legal knowledge and experience, ability and effectiveness, and client service. Sullivan Practice Group Nationwide Rankings Registered Funds REITs Sullivan Practice Group Regional Rankings Banking & Finance (Massachusetts) Bankruptcy/Restructuring (Massachusetts) Employee Benefits & Executive Compensation (Massachusetts) Litigation: General Commercial (Massachusetts) Real Estate (Massachusetts) Tax (Massachusetts) Individual Rankings/Client Comments Ashley Brooks – Real Estate (Massachusetts). “Ashley Brooks has a burgeoning Boston-based real estate practice. She routinely assists with matters pertaining to acquisitions and developments. She often works on mixed-use residential and retail projects.” "Ashley has done an excellent job of building Sullivan & Worcester's practice as well as her own reputation and quality of work." Cameron Cosby – REITs: Tax (Nationwide). “Cameron Cosby is commended for his strength across the REIT tax space, with notable experience of formations, M&A and debt and equity offerings.” "He is one of the most well-respected REIT tax lawyers. Cam's decades of experience advising REITs in all asset classes makes him unique among REIT tax lawyers. He is able to navigate complex and contentious transactions with no drama." David Guadagnoli – Employee Benefits & Executive Compensation (Massachusetts). “David Guadagnoli is an accomplished employee benefits practitioner, with notable expertise on the tax aspects of retirement plans and welfare benefits. He is also known for negotiating employment and severance agreements.” "His knowledge and ability to communicate that knowledge is the best I have come across during my years." Will Hanson – Private Equity: Fund Formation. “William Hanson of Sullivan & Worcester advises both sponsors and investors on the formation of private equity funds targeting a wide range of sectors, with a particular focus on the food and beverage industry." Will Hanson is knowledgeable, efficient and listens patiently when we discuss issues. He ensures that what we need is appropriate to our business plan." Richard Jones – Tax (Massachusetts). “Richard Jones provides transactional advice and litigation counsel to his clients across a broad range of sectors. He is noted for his expertise in relation to state and local tax matters.” David Leahy – Registered Funds (Nationwide). “David Leahy is valued for his astute advice to independent trustees and directors of mutual funds, closed-end funds and ETFs.” "David is always knowledgeable, with a plethora of experience." David Mahaffey – Registered Funds (Nationwide). “David Mahaffey is best known for his high-level representation of independent trustees for ETFs and open- and closed-end funds.” "David is an industry exemplar with his breadth of experience and in-depth industry knowledge. He is very much a problem solver with a can-do attitude." Stephanie Monaco – Investment Funds: Regulatory and Compliance (Nationwide). “Stephanie Monaco of Sullivan & Worcester frequently advises both private and registered fund clients on SEC and ’40 Act compliance. She brings experience of working in the hedge funds sector to her private practice.” Louis Monti – REITs (Nationwide). “Louis Monti represents REIT clients in NYSE and NASDAQ-related matters. His work often includes a broad range of tax, corporate and wider finance matters.” Ameek Ashok Ponda – Tax (Massachusetts) and REITs: Tax (Nationwide). “Ameek Ashok Ponda's global transactional REIT practice regularly sees him handling REIT conversions as well as M&A.” "Ameek is a great leader in the industry and helps provide detailed advice – highly trusted." Domenick Pugliese – Registered Funds (Nationwide). “Domenick Pugliese's broad capabilities enable him to handle ETFs and mutual funds matters, with particular expertise in advising independent trustees.” Nicole Rives – Private Equity, Fund Formation (Massachusetts). “Nicole Rives of Sullivan & Worcester has a broad-based private equity practice that sees her acting on behalf of both sponsors and institutional investors.” Gregory Sampson – Real Estate: Zoning/Land Use (Massachusetts). “Gregory Sampson has experience across a range of real estate matters including permitting, developments, entitlements and loans.” "Greg Sampson is super smart. He continues to do wonderful things in land use development." Amy Sheridan – Employee Benefits & Executive Compensation (Massachusetts). “Amy Sheridan has a broad practice and regularly advises on tax compliance, as well as assisting with transactional matters. She is also well-versed in deferred compensation plans.” "Amy is exceptional in all facets of ERISA. I trust her technical skills and professionalism." Douglas Stransky – Tax (Massachusetts). “Douglas Stransky has experience advising on complex domestic and international tax planning for clients across finance, life sciences and other sectors. He leads Sullivan's international tax practice group.” "Doug's deep knowledge of the law is matched by a sharp strategic mindset and exceptional attention to detail." Sarah Wellings – REITs: Tax (Nationwide). “Sarah Wellings is an up-and-coming practitioner at Sullivan & Worcester who is highly regarded for her REIT tax practice. Sarah is active acting as tax counsel in REIT compliance matters.” "Sarah is detail-oriented, proactive and a true partner. She is excellent and patient with educating clients regarding matters." Amy Zuccarello – Bankruptcy/Restructuring (Massachusetts). “Amy Zuccarello focuses her practice on the area of corporate trust. She often serves as counsel to creditors and debtors in Chapter 11 bankruptcies and out-of-court restructurings.” "Amy is always timely, conscientious and practical." Practices/Client Comments Banking & Finance – "The team provided creative advice in complex situations." Bankruptcy/Restructuring – "Sullivan & Worcester have a breadth of knowledge and the ability to provide necessary advice." Employee Benefits & Executive Compensation – "Sullivan & Worcester's attorneys have tremendous knowledge and the ability to share that knowledge in a clear, concise manner that assures understanding." Litigation: General Commercial – "Sullivan & Worcester is exceptional when it comes to complex litigation." Real Estate – "Sullivan's local knowledge, general expertise and good people distinguishes it." Registered Funds – "Sullivan & Worcester's team is very experienced and well-versed in a variety of topics." REITs – "Sullivan & Worcester are always available, proactive and extremely thorough. They provide practical advice, quickly analyzing changes to deal structure and recalling minute details along the way." Tax – "Sullivan & Worcester resolve issues efficiently and shows commitment to client satisfaction." About Sullivan Sullivan & Worcester (Sullivan) is a premier international law firm with lawyers in Boston, London, New York, Tel Aviv and Washington, D.C. Sullivan’s clients, including Fortune 500 companies, leading financial services firms and asset managers, boards of directors, real estate companies, and emerging businesses, rely on Sullivan’s ability to navigate complex legal and operational landscapes, the impeccable judgment of its lawyers, and its commitment to best-in-class client service.

Amy E. Sheridan

Amy Sheridan, a member of the firm's Management Committee, concentrates her practice in the employee benefits and executive compensation area and is experienced in designing, structuring and addressing documentation and compliance issues for compensation and benefit arrangements. She has broad expertise with regulatory and tax requirements related to welfare plans (including the Affordable Care Act and HIPAA privacy and security requirements), qualified and nonqualified retirement plans and IRAs. A lecturer on Executive Compensation at Boston University Law School's Graduate Tax Program, Amy designs and reviews nonqualified deferred compensation arrangements and is noted for her skill and deep knowledge of Internal Revenue Code Sections 409A, 457(f) and 457A and tax rules related to equity arrangements. She has been recognized for her work in structuring novel and creative deferred compensation, bonus and phantom equity arrangements and is a thought-leader on post-Dobbs legal developments and their impact on employee benefit plan arrangements. 

Amy has worked with clients in the financial technology and blockchain, life sciences, healthcare, real estate, professional services, education, financial services, hotel and hospitality, esports and gaming, media and not-for-profit sectors and regularly advises domestic and multinational companies ranging from start-ups to public companies.

Amy was selected to Massachusetts Lawyers Weekly’s 2024 “Top Women of Law.” In 2022, Amy was chosen by the National Law Journal as an Employment Law Trailblazer. She has been ranked by Chambers USABest Lawyers in America® and The Legal 500 U.S.

Viewpoints
All Viewpoints
Hiring: Add a Colleague, Not a Liability
Hiring a new employee is typically a moment of optimism—and sometimes, the relationship really does go wonderfully for its entire length and ultimately ends on good terms. But when that hope is treated as an assumption, companies make themselves vulnerable. If a client-facing employee does not have a non-solicitation agreement, a business’s customers could be poached. A new employee, hired because of their great industry relationships, might actually have an undisclosed non-compete or non-solicit with a competitor—and suddenly, your business is being sued. Strong contracts are an essential part of protecting the business against unexpected outcomes. ​Using Contracts to Protect Business Assets By requiring upfront agreement on boundaries to protect the business—such as agreements regarding non-solicitation, non-competition, confidentiality, invention assignment, and non-disparagement—a business both discourages disloyalty in the first place and has ammunition if an employee later crosses the line. Companies often invest substantial resources into relationships, whether with employees or with business partners, but these relationships can be vulnerable to poaching. For example, an employee may look effective and helpful to customers because of institutional support that costs the business time and money, but which is invisible to the customer, who assumes the individual employee deserves all credit. A non-solicitation agreement bars a former employee from trying to ​hire the company’s employees and/or from trying to do business with the company's clients for a fixed period of time after the relationship ends. This protects the company's investment in those relationships. Most businesses depend on information that they would not want a competitor to have. If a confidentiality agreement is not written clearly enough, it might turn out to be a picket fence where barbed wire is needed. Confidential information is not just cutting-edge scientific research—it can also include hard-won insight into specific customer preferences, proprietary analysis of market trends, and much more. New hires who are likely to be given access to confidential information should generally be required to sign a confidentiality agreement that firmly protects the business’s informational assets. A confidentiality agreement needs to appropriately define the confidential information being protected and the expectations on the employee (such as not disclosing that information or using it outside non-disclosure and return of information at the end of employment). Similarly, invention assignment agreements ensure that the employee’s ideas—particularly those in line with the company’s own business, research, or development—belong to the business. This prevents employees from collecting a salary while developing ideas that would be valuable to the business—but keeping those ideas to themselves, possibly to use in competition against the business. Non-solicitation and confidentiality agreements are important, but they can be difficult to enforce in time to prevent damage. A business often will not know that confidential information was given away or misused until it is much too late to the put the horse back in the barn. A non-competition agreement prevents a former employee from competing against the business for a fixed amount of time. Especially when a former employee has had access to confidential information and to valuable business relationships, this can be a valuable for tool for avoiding misbehavior. If an employee cannot work for a competitor at all, they are less likely to be in situations where they might violate other restrictions. Finally, a non-disparagement agreement protects the company’s reputation. However, some employees may balk at agreeing to this upfront, before the relationship has even begun. Companies should consider whether a non-disparagement agreement is a term worth including as a hiring requirement. As with most employment terms, a company may decide that this term will be included for certain hires, but not all. Agreements should match the specific needs of each employment situation; to be enforced, it is essential that they also match state law. State employment laws vary substantially. One state may require that a confidentiality agreement have an exception for sexual harassment; another may require certain carve-outs to invention assignment agreements; a third may impose an annual compensation minimum for non-solicitation agreements; a fourth may require that employees are told of their right to consult with counsel before signing a non-competition agreement. An agreement that does not comply with applicable state law might not be enforceable, which means the company does not have the protection it thought it had. In some cases, a noncompliant contract raises additional issues: for example, in California, non-competition agreements are banned in most circumstances, and businesses face a penalty if they require an employee to sign one. Businesses should work with counsel on agreements that are appropriate to each circumstance and applicable state and federal law. Hiring from Competitors Conversely, businesses often hire people who have worked in the field before—perhaps even at a competitor. Even though the business didn't sign the employee’s prior employment agreement and is not a party to it, when a former employee breaches a contract to benefit a competitor, the competitor is typically sued alongside the employee.[1] Upfront preparation can reduce risks. When hiring a new employee, a business may require the employee to confirm (as a written requirement of employment) that this job will not conflict with any other contractual commitments of that employee. If the employee raises a concern about another contract, the business should review the contract with counsel. In some instances, there may be an argument that the contract is not enforceable, and the employee and the business will each need to decide whether they are willing to take a risk. In some instances, there may be a confidentiality or non-solicitation restriction but no non-compete. In those cases, although employment is allowed, the former employer will likely be suspicious and may sue. When there are confidentiality and non-solicitation restrictions, businesses should strongly consider instructing the employee not to engage in any conduct that would violate those restrictions, and it may choose to be even more proactive by keeping the employee siloed from the customers or parts of the business that raise the contractual risk. Those protections can often be time-limited, such as to the amount of time remaining on a non-solicitation agreement. ​When ​a former employee does not have any prior agreement, a company has much more flexibility, but risks still exist. For example, the federal Defend Trade Secrets Act allows a business to sue for misappropriation of trade secrets, and a former employer may allege that a company misappropriated its trade secrets through the departed employee. Companies can reduce risks by providing instructions to employees that they should not use or disclose confidential information from any other business in their work. Requiring Commitment Employees sometimes engage in outside work. Guardrails set important expectations and give the business a clear exit ramp if an employee breaks the rules. For some positions, it may be appropriate to restrict all outside work. Most businesses would not want their CEO to be managing another business on the side. In those cases, requirements that an employee to devote their full business efforts to the position, and not to engage in outside work, makes the expectation both clear and firm. In other situations, outside work may be appropriate; additionally, some states have pro-moonlighting laws that protect employees’ off-hours activities. In those cases, agreements or policies create a moat of protection around the business. Businesses can set expectations around not participating in moonlighting during working hours, not using the business’s equipment for an outside venture, and similar issues. Conclusion By establishing clear rules up-front, a business encourages the right type of behavior from the beginning, and it is better able to defend itself against attacks from current and former employees—often the people who best know its vulnerabilities and its proprietary secrets. [1] Whether the former employer’s claim against the new employer is strong, or even viable at all, are different questions and depend on many factors, including specific facts and state law. But even an unsuccessful claim can force expensive defense costs and distractions from the business.   Further resource: Listen to Erika Todd discuss legal concerns for freelancers with fulltime jobs on The Freelance Mindset Studio podcast here. Coming up: The next article in this series will discuss key issues to know about creating incentive compensation plans—including the risks of a casual or ambiguous arrangements and triggers for tax penalties. This article is not legal advice. If you are interested in discussing any of these topics further, please contact a member of the Employment & Benefits Practice Group.
Winter 2026 Benefits Updates
Our winter alert addresses some of the retirement and welfare benefit changes that have been of most concern to our clients. Key 2026 Benefits Related Limits Roth Required Catch-Up Contributions Are Here Dealing With Retirement Plan Operational Problems Coming Soon . . . Retirement Plan Amendments HIPAA Notice Of Privacy Practices Updates By February 16th Training Reminders   Key 2026 Benefits Related Limits Roth Required Catch-Up Contributions Are Here After being postponed for two years, the mandate that catch-up contributions made by certain higher paid employees be treated as Roth contributions is finally here. Beginning in 2026, employees who are catch-up eligible (at least age 50 by year-end) and who earned more than $150,000 in FICA wages (Box 3 of Form W-2) in 2025 with the plan sponsor or its affiliates (“Affected Participants”) must have any elective deferral catch-up contributions treated as Roth (after-tax) rather than traditional (pre-tax) contributions. Affected Participants may continue to make regular elective deferral contributions (up to the annual limit of $24,500 for 2026) on either a traditional (pre-tax) or Roth (after-tax) basis. Remember To Index: In November, the Internal Revenue Service confirmed that the lookback year FICA amount for 2026 is $150,000, not $145,000. Be sure to confirm that your payroll and recordkeeping systems are using the right amount. Good faith compliance. There is a lot to implementing this new requirement. To the extent there is any good news, it is that plan sponsors and plan administrators are in a “good faith” compliance period in 2026 with the final regulations only becoming effective in taxable years beginning after December 31, 2026. (The final regulations apply to governmental and collectively bargained plans at a potentially later effective date.) That said, following the roadmap laid out by the final regulations this year is highly recommended. Implementation basics. As a reminder, elective deferrals, which include 401(k) and 403(b) contributions, may or may not be treated at the time deferred as “catch-up” contributions. While elective deferrals in excess of the annual limit ($24,500 for 2026) will always be treated as catch-up contributions when contributed, catch-up contributions can also be determined after year-end as a result of a testing failure (the ADP test), a limit failure (such as I.R.C. § 415(c) excess annual additions) or a limit imposed under the plan document (participants may only defer up to x% of compensation). That means that this cannot be solely a payroll issue or solely a recordkeeping issue. If the plan sponsor knows an amount is a catch-up contribution at the time of contribution (elective deferral contributions in excess of $24,500 for example), the plan sponsor is required to treat the elective deferrals as Roth going into the plan and the amount (subject to applicable income tax withholding) is reported as taxable on Form W-2. Otherwise, it is the responsibility of the plan administrator to ensure compliance. This can involve: (1) distributing the catch-up contributions if they should be Roth but were not contributed on a Roth basis; (2) recharacterizing the amount and reporting it as Roth on a Form W-2, but only if the W-2 has not yet been issued to the participant; or (3) recharacterizing and reporting the amount as an in-plan Roth conversion on Form 1099-R. Each approach has pros and cons. The final regulations also provide a $250 de minimis exception. Update Recordkeeper Feed: Recordkeepers may not have historically received Box 3 (FICA) wages or received enough payroll detail to be able to calculate that amount. If recordkeepers are not receiving this information now on a periodic basis, this information will likely need to be passed to them in early 2027 as part of the 2026 testing process. Alternatively, recordkeepers may expect to simply receive a flag that indicates whether or not a participant is an Affected Participant. This flag could be passed during the year or as part of year-end testing. Either way, ensuring that the recordkeeper receives this additional information will be critical to ensuring that this new requirement is satisfied. For most clients, all of this is reasonably straightforward (in theory at least). The biggest decisions have tended to be about whether to offer one or two payroll elections for elective deferrals (one for “regular” deferrals and one for catch-up contributions) and whether or not to adopt a “deemed” election approach whereby  an Affected Participant is deemed to have elected Roth with respect to catch-up contributions when the time comes. Although the deemed election approach requires notice to participants so that they can make a different election, the final regulations generally put a thumb on the scale by providing that unless the deemed election approach has been selected the only method to cure a Roth as catch-up failure is by making distributions. Finally, regulations permit plans to choose to take any elected Roth contributions made by an Affected Participant during the year into account as catch-up contributions, even if those dollars were not otherwise thought to be catch-up contributions when made. Example: Sally, an Affected Participant, contributes 10% as traditional (pre-tax) and 10% as Roth (after-tax) elective deferrals and upon reaching the 2026 $24,500 limit, has $12,250 in traditional (pre-tax) and $12,250 in Roth (after-tax) 401(k) contributions. Sally’s elective deferral contributions continue as catch-up contributions. But because she has already contributed $8,000 of elective deferrals as Roth, all deferrals in excess of $24,500 can continue to be split between traditional and Roth, or she could make all catch-up contributions as traditional or all as Roth, as she elects. Partners and Sole Proprietors. Unless (until?) Congress amends the law, self-employed persons (such as partners in partnerships) who are subject to SECA tax are generally not subject to this new requirement. That said, there are a few wrinkles. First, if an employee becomes a partner, the employee’s FICA wages in the prior year will be taken into account in determining whether the individual is an Affected Participant for the year. The final regulations also provide that in the case of a plan without a Roth contribution feature, a consequence of which is that Affected Participants cannot make catch-up contributions, nondiscrimination requirements can be satisfied only if all participants who are highly compensated employees (HCEs), including for this purpose any self-employed individuals, are prevented from making catch-up contributions. Controlled group complications. Based on our experience so far, the real complexity of the Roth as catch-up requirement comes into play with employers that are part of a controlled group with multiple plans. Issues range from the simple (whether or not to aggregate compensation across multiple affiliates) to the complex (consistency in approaches as required). In return for avoiding nondiscrimination testing, catch-up contributions are subject to a “universal availability” rule. That means that all plans within a controlled group must offer catch-up contributions or none can. (This same rule applies with respect to super catch-up contributions – the enhanced contribution limit for those ages 60, 61, 62 and 63.) With respect to the Roth as catch-up requirement, regulations provide that in identifying Affected Participants, FICA wages of each common law employer are taken into account without aggregating across a controlled group. Thus, for example, if an employee receives FICA wages from both a parent and a subsidiary organization, FICA wages are not aggregated for purposes of determining whether the employee is an Affected Participant.  Employers may, however, choose to aggregate, although if it happens, this must be documented in the plan document. Finally, where there are multiple plans in a controlled group, we believe that each plan can decide whether or not to adopt the deemed election approach as well as whether or not to treat earlier Roth contributions as Roth catch-up contributions. Focusing on corrections. Given all of the changes necessary to implement this new requirement, it is virtually inevitable that there will be errors. As noted, the regulations provide for three correction approaches (distribute, the W-2 method and the in-plan Roth conversion method). Whether these are the exclusive remedies is not clear. EPCRS, including the expansion of correction principles sanctioned by Congress as part of SECURE 2.0 Act, may remain available for plans that do not satisfy the requirements of the regulations. Documenting Good Faith Compliance: Recognizing that most plan sponsors and plan administrators will have by now made changes to their payroll and recordkeeping feeds, respectively, we suggest that the data be subject to an initial audit in March/April (that is, once W-2s are out and the 2025 year-end testing is done). It will certainly be easier to catch and correct problems early in 2026 instead of waiting until 2027. Dealing With Retirement Plan Operational Problems This may be a good time to conduct an audit not just on whether the new Roth as catch-up programming has been implemented correctly but as to whether other plan provisions are being properly administered. For example, among the most common problems identified by the Internal Revenue Service (and us) is the failure to properly apply a retirement plan’s definition of compensation. Part of the problem is that there may be multiple definitions of compensation used for different purposes and payroll changes may not have necessarily kept up with feeds to the recordkeeper. Common issues include the addition of new non-cash payroll codes (required to be treated as compensation for plan purposes if the plan is using a Box 1 of Form W-2 (with addbacks) definition, for example) and whether elective deferrals shut off once a participant has reached the annual compensation limit for the year – $360,000 for 2026. In the latter situation, the Internal Revenue Service position is that if the plan document allows, elective deferrals may be made on compensation in excess of the annual compensation limit, as long as all required testing is ultimately satisfied. Other issues include proper implementation of automatic enrollments and automatic increases, generally as well as the new mandatory automatic enrollment requirement, matching contribution calculation nuances and the many new (and often cumbersome) requirements around long-term part-time employees. Please contact a member of the Employment & Benefits Practice Group if you would like to receive a copy of our retirement plan checklist, which includes a listing of various events in the adoption, demise, annual and periodic operations of a retirement plan, or would like us to conduct a plan document or operational review. Coming Soon . . . Retirement Plan Amendments The time has come to amend tax-qualified retirement plans (including 403(b) arrangements) for various changes in the law including the original SECURE Act, the SECURE 2.0 Act, the CARES Act and the Taxpayer Certainty and Disaster Tax Relief Act of 2020. Pre-approved plans are on a slightly different cycle but for individually designed plans, documents will need to be amended by the last day of the plan year beginning on or after January 1, 2026 (December 31, 2026 for calendar year plans). At the moment, there is no indication that this deadline will be postponed (although the Internal Revenue Service just postponed the deadline for updating IRA documents), nor has any information yet been published as to whether or not individually designed plans may be filed with the Internal Revenue Service for an updated determination letter. Note, by the way, that Section 403(b) plans using a pre-approved plan will need to update their documents by December 31, 2026. Given the sheer number of changes in the law and the delayed effective dates of many, we have been urging plan sponsors and plan administrators to keep careful track of implementation dates. The Internal Revenue Service will require accurate effective dates for plan changes as part of required plan amendments. If you are behind on this task (did you increase the small balance cash-out limit to $7,000 and if so, as of what date? when did you first offer “super” catch-up contributions?), now is a good time to review your plan records and work with your recordkeepers to nail down effective dates of provisions. One final note. The Internal Revenue Service just published updated tax notices reflecting various changes in the law since August 2020 to be distributed to participants receiving a distribution (formerly known as the “402(f)” or “Special Tax Notice Regarding Plan Payments”). If you have a stash, be sure to obtain the updated versions, or reach out to a member of the Employment & Benefits Practice Group. The updated notices – one each for fully taxable and Roth balances – can be used for tax-qualified retirement plans, 403(a) and 403(b) arrangements and 457(b) governmental plans. Please contact a member of the Employment & Benefits Practice Group to coordinate amendments if you are using an individually designed plan document or if you would like us to review any vendor provided restatement. HIPAA Notice Of Privacy Practices Updates By February 16th Group health plans and other covered entities are required to ensure that certain health information created or received by the plan are protected in accordance with the requirements of the Health Insurance Portability and Accountability Act of 1996 (“HIPAA”). In addition to HIPAA protections that apply to protected health information (“PHI”) broadly, certain substance use disorder (“SUD”) records are subject to additional protections under 42 C.F.R. Part 2 (“Part 2”). The Part 2 protections are generally more rigorous than HIPAA’s protections for other types of PHI. Under HIPAA, covered entities are required to provide and furnish a Notice of Privacy Practices (“NPP”) describing HIPAA’s use and disclosure protections, individual rights and the covered entity’s legal duties with respect to PHI. The U.S. Department of Health and Human Services issued a final rule requiring that covered entities update their NPPs to address the Part 2 requirements that apply to SUD records, including the requirement for written consent to use or disclose SUD records and the prohibition on the use of SUD records in certain proceedings. NPPs are required to be updated by February 16, 2026 for these changes. For fully-insured arrangements, the insurer is generally responsible for updating and issuing NPPs. Sponsors of self-insured plans should ensure that their administrative service provider or consultants have prepared and delivered updated forms to covered individuals, or contact a member of the Employment & Benefits Practice Group for updated NPP language. If the plan posts its NPP on its website, it may distribute the revised NPP by posting the revised version by the new effective date and providing a hard copy in its next annual mailing. If the plan does not post the NPP on a website, it must provide the revised NPP (or a description of the change and how to obtain a revised NPP) within 60 days. In addition to updating NPPs, plan sponsors should note that if a business associate to a group health plan will process SUD records, Business Associate Agreements may need to be updated to contractually bind the business associate to comply with Part 2 requirements. Training Reminders A variety of training requirements apply in the employment and benefits realm. For example, so-called “covered entities,” which potentially picks up employer sponsored self-insured health arrangements (such as health reimbursement arrangements and health care flexible spending accounts), are required to provide training with respect to protected health information under HIPAA. In addition, other employment and/or benefits training is often encouraged by regulators, or viewed as a best practice, even where not required. In Massachusetts, for example, employers are encouraged to conduct anti-discrimination and sexual harassment training annually. And employees responsible for plans subject to ERISA, such as 401(k) plans, often benefit from periodic fiduciary training and operational compliance reviews. If you are interested in arranging training on these or other employment or benefits-related topics, please contact a member of the Employment & Benefits Practice Group.
Top Tier Firm, Legal 500 United States 2026
Sullivan & Worcester Ranked in the Legal 500 United States 2026 Edition
Boston, MA – Sullivan & Worcester announced that its practice groups and attorneys have been ranked and recommended in the Legal 500 United States 2026. The firm’s Real Estate practice was newly ranked Tier 1 in the “Real estate – mid-market ($0-500m)” category and the firm maintained rankings across a variety of practice areas. Partners Nicole Crum and John Steiner were newly ranked as Leading Partners and Ryan Rosenblatt as a Next Generation Partner. Peers and more than 300,000 corporate counsel were surveyed and interviewed globally in the past 12 months to assess law firms’ overall visibility and reputation, culminating in detailed rankings and editorial. The Legal 500 is an independent guide, and firms and individuals are recommended purely on merit. Sullivan's lawyers received the following rankings: Leading Partners: The Legal 500’s Guide to Outstanding Lawyers Nationwide Benjamin Armour - M&A: Middle-Market (Sub-$500m); M&A: middle-market ($0-250m) Ameek Ashok Ponda - Real Estate Investment Trusts (REITs)  Nicole Crum - Mutual/registered/exchange-traded funds Lewis Segall - M&A: Middle-Market (Sub-$500m); M&A: middle-market ($0-250m) John Steiner - Real estate – mid-market ($0-500m) Douglas Stransky - International Tax Joel Telpner - Fintech Next Generation Partners: The Legal 500’s Guide to Up-and-Coming Lawyers Nationwide Ryan Rosenblatt - General commercial disputes – mid-market ($250-500m) Sarah Wellings - Real Estate Investment Trusts (REITs) Practice Areas Ranked and Attorneys Recognized Corporate Governance “Our lead partner, Nicole Crum, who leads the investment industry practice, is exceptional. She demonstrates strong industry knowledge yet is very personable and anticipates what we need to know or what we should consider doing to handle any matter. The team roll up their sleeves and provide recommendations as to how we as a board should handle any matter. Strong service commitment and work ethic!” “The team we have at Sullivan & Worcester has served our company for years and knows the management team, staff as well as our board members. They are extremely responsive and proactive and anticipate what we should be aware of, concerned about, excited about, and how to handle oversight, processes and protocols to ensure we are carrying out our fiduciary duties. The partners are experts in this industry.” Leading Partner: Nicole Crum Recommended Lawyers: Howard Berkenblit, David Leahy Dispute Resolution/General Commercial Disputes “Diverse skillset. Client centric. Transparency. Urgency provided on all matters.” “I have worked with Gerry Silver for over 15 years and have found his pragmatic approach to complex matters refreshing. He understands our business, culture and market, and will give me his opinion in a digestible manner.” Next Generation Partner: Ryan Rosenblatt Recommended Lawyers: Gerry Silver, Patrick Dinardo, Laura Steinberg, Michael Sullivan, Amy Zuccarello, Erika Todd, Christopher Shields, Anna Lea McNerney Employee Benefits, Executive Compensation and Retirement Plans: Design “The level of expertise is top shelf. David Guadagnoli seems to know all of ERISA and IRS rulings.” “David Guadagnoli and Amy Sheridan both have superior knowledge in their respective areas. I value the ability to raise issues whether simple or complex. The firm takes the same diligent approach across all spectrums of complexity.” Recommended Lawyers: David Guadagnoli, Amy Sheridan Environment: Transactional Fintech “Sullivan & Worcester is one of the finest firms with which I have worked.” “The lawyers are excellent, and the firm consistently provides the highest quality of customer service.” Leading Partner: Joel Telpner Recommended Lawyers: Natalie Lederman, Benjamin Armour, Scott Kaufman, Harvey Bines, Christopher Curtis Land Use/Zoning Recommended Lawyers: Gregory Sampson, Ashley Brooks, Victor Baltera, Karen Kepler, Ashley Tan M&A: Corporate and Commercial: Venture Capital and Emerging Companies Recommended Lawyers: Scott Kaufman, Lewis Segall, Benjamin Armour, Michael Student M&A: Middle-Market ($0-250m) “The partner Lewis Segall has been working with our company for 15 years and we have a good working relationship with him. He knows our history and very attentive to our needs.” “Lewis Segall is very attentive to our needs. We very much value him.” Leading Partners: Benjamin Armour, Lewis Segall Recommended Lawyers: Natalie Lederman Mutual/Registered/Exchange-Traded Funds “Sullivan & Worcester's practice is defined by its deep expertise in investment funds and its ability to deliver clear, commercially grounded advice across the full fund lifecycle—from formation and structuring to regulatory compliance and complex transactions.” “The team is highly experienced, collaborative, and excel in efficient execution and clear communication.” Leading Partner: Nicole Crum Recommended Lawyers: David Leahy, David Mahaffey, Rachael Schwartz Real Estate Leading Partner: John Steiner Recommended Lawyers: Ashley Brooks, Karen Kepler, Gregory Sampson, Sharon Leifer, Louis Monti, Spencer Stone, Ashley Tan Real Estate Investment Trusts (REITs) “We have built multiple complex and sophisticated REIT platforms over the years and worked with many top-tier REIT specialists, but Sullivan’s REIT practice is by far the best, with Sarah Wellings.” Leading Partner: Ameek Ashok Ponda Next Generation Partner: Sarah Wellings Recommended Lawyers: Angela Gomes, Louis Monti, Shu Wei, Cameron Cosby International Tax “The international collaboration with S&W is exceptional.” “What really stands out is their willingness to engage, openness to different ideas and opinions, clearly expressed expectations, and clients' objectives.” Leading Partner: Douglas Stransky Recommended Lawyers: Lewis Greenwald, Eric Rietveld Tax > US Taxes: Contentious Recommended Lawyers: Richard Jones, David Nagle, Daniel Ryan, Caroline Kupiec Tax > US Taxes: Non-Contentious “Sarah Wellings is, quite simply, the best lawyer we have ever worked with. Her expertise extends far beyond tax and REIT matters, encompassing governance, financing, and complex commercial issues. Decades of experience and technical mastery make her an indispensable partner. Sarah is our central point of contact who makes everything seamless. Her in-house counsel background gives her a unique client perspective: she anticipates needs, solves problems before they arise, and delivers concise, well-structured updates that simplify even the most intricate issues. She coordinates effortlessly with all parties involved. Her judgment is exceptional. Sarah strikes the perfect balance between comprehensive academic rigor and practical, business-oriented advice. She combines technical REIT/tax excellence with commercial instincts, ensuring every recommendation is both legally sound and strategically smart. Her ability to translate complex law into clear, actionable guidance is unmatched. Sarah is incredibly responsive without ever sacrificing quality. She treats our matters as her own, demonstrating a rare ownership mindset and collaborative spirit. Her integrity is uncompromising, giving us absolute confidence in her counsel. In short, Sarah Wellings defines legal excellence: reliable, commercially minded, and client-focused. Working with her feels like being in the safest possible hands; she consistently exceeds expectations and orchestrates complex transactions with clarity and precision.” Recommended Lawyers: Ameek Ashok Ponda, Richard Jones, Douglas Stransky, Sarah Wellings About Sullivan Sullivan & Worcester (Sullivan) is a premier international law firm with lawyers in Boston, London, New York, Tel Aviv and Washington, D.C. Sullivan’s clients, including Fortune 500 companies, leading financial services firms and asset managers, boards of directors, real estate companies, and emerging businesses, rely on Sullivan’s ability to navigate complex legal and operational landscapes, the impeccable judgment of its lawyers, and its commitment to best-in-class client service.
Sullivan & Worcester Ranked in Chambers USA 2026 Edition
Boston, MA – Sullivan & Worcester announced that its practice groups and attorneys have been highly ranked by Chambers USA in its annual rankings of the foremost law firms and attorneys in the country. In the 2026 guide, the firm is newly ranked in Banking & Finance in Massachusetts and partner Will Hanson is newly ranked in Private Equity: Fund Formation in Massachusetts. Partner Ameek Ashok Ponda retained a Band 1 nationwide ranking for REITs: Tax and a Band 1 ranking in Massachusetts for Tax. Partner Cameron Cosby retained a Band 1 nationwide ranking for REITs: Tax. Partners Amy Sheridan and David Guadagnoli retained Band 1 rankings in Massachusetts for Employee Benefits & Executive Compensation. Partner Stephanie Monaco retained a Band 1 ranking nationwide in Investment Funds: Regulatory & Compliance. The Chambers USA guide ranks firms and attorneys annually based on in-depth research, as well as client and peer interviews. Chambers evaluates attorneys based on their legal knowledge and experience, ability and effectiveness, and client service. Sullivan Practice Group Nationwide Rankings Registered Funds REITs Sullivan Practice Group Regional Rankings Banking & Finance (Massachusetts) Bankruptcy/Restructuring (Massachusetts) Employee Benefits & Executive Compensation (Massachusetts) Litigation: General Commercial (Massachusetts) Real Estate (Massachusetts) Tax (Massachusetts) Individual Rankings/Client Comments Ashley Brooks – Real Estate (Massachusetts). “Ashley Brooks has a burgeoning Boston-based real estate practice. She routinely assists with matters pertaining to acquisitions and developments. She often works on mixed-use residential and retail projects.” "Ashley has done an excellent job of building Sullivan & Worcester's practice as well as her own reputation and quality of work." Cameron Cosby – REITs: Tax (Nationwide). “Cameron Cosby is commended for his strength across the REIT tax space, with notable experience of formations, M&A and debt and equity offerings.” "He is one of the most well-respected REIT tax lawyers. Cam's decades of experience advising REITs in all asset classes makes him unique among REIT tax lawyers. He is able to navigate complex and contentious transactions with no drama." David Guadagnoli – Employee Benefits & Executive Compensation (Massachusetts). “David Guadagnoli is an accomplished employee benefits practitioner, with notable expertise on the tax aspects of retirement plans and welfare benefits. He is also known for negotiating employment and severance agreements.” "His knowledge and ability to communicate that knowledge is the best I have come across during my years." Will Hanson – Private Equity: Fund Formation. “William Hanson of Sullivan & Worcester advises both sponsors and investors on the formation of private equity funds targeting a wide range of sectors, with a particular focus on the food and beverage industry." Will Hanson is knowledgeable, efficient and listens patiently when we discuss issues. He ensures that what we need is appropriate to our business plan." Richard Jones – Tax (Massachusetts). “Richard Jones provides transactional advice and litigation counsel to his clients across a broad range of sectors. He is noted for his expertise in relation to state and local tax matters.” David Leahy – Registered Funds (Nationwide). “David Leahy is valued for his astute advice to independent trustees and directors of mutual funds, closed-end funds and ETFs.” "David is always knowledgeable, with a plethora of experience." David Mahaffey – Registered Funds (Nationwide). “David Mahaffey is best known for his high-level representation of independent trustees for ETFs and open- and closed-end funds.” "David is an industry exemplar with his breadth of experience and in-depth industry knowledge. He is very much a problem solver with a can-do attitude." Stephanie Monaco – Investment Funds: Regulatory and Compliance (Nationwide). “Stephanie Monaco of Sullivan & Worcester frequently advises both private and registered fund clients on SEC and ’40 Act compliance. She brings experience of working in the hedge funds sector to her private practice.” Louis Monti – REITs (Nationwide). “Louis Monti represents REIT clients in NYSE and NASDAQ-related matters. His work often includes a broad range of tax, corporate and wider finance matters.” Ameek Ashok Ponda – Tax (Massachusetts) and REITs: Tax (Nationwide). “Ameek Ashok Ponda's global transactional REIT practice regularly sees him handling REIT conversions as well as M&A.” "Ameek is a great leader in the industry and helps provide detailed advice – highly trusted." Domenick Pugliese – Registered Funds (Nationwide). “Domenick Pugliese's broad capabilities enable him to handle ETFs and mutual funds matters, with particular expertise in advising independent trustees.” Nicole Rives – Private Equity, Fund Formation (Massachusetts). “Nicole Rives of Sullivan & Worcester has a broad-based private equity practice that sees her acting on behalf of both sponsors and institutional investors.” Gregory Sampson – Real Estate: Zoning/Land Use (Massachusetts). “Gregory Sampson has experience across a range of real estate matters including permitting, developments, entitlements and loans.” "Greg Sampson is super smart. He continues to do wonderful things in land use development." Amy Sheridan – Employee Benefits & Executive Compensation (Massachusetts). “Amy Sheridan has a broad practice and regularly advises on tax compliance, as well as assisting with transactional matters. She is also well-versed in deferred compensation plans.” "Amy is exceptional in all facets of ERISA. I trust her technical skills and professionalism." Douglas Stransky – Tax (Massachusetts). “Douglas Stransky has experience advising on complex domestic and international tax planning for clients across finance, life sciences and other sectors. He leads Sullivan's international tax practice group.” "Doug's deep knowledge of the law is matched by a sharp strategic mindset and exceptional attention to detail." Sarah Wellings – REITs: Tax (Nationwide). “Sarah Wellings is an up-and-coming practitioner at Sullivan & Worcester who is highly regarded for her REIT tax practice. Sarah is active acting as tax counsel in REIT compliance matters.” "Sarah is detail-oriented, proactive and a true partner. She is excellent and patient with educating clients regarding matters." Amy Zuccarello – Bankruptcy/Restructuring (Massachusetts). “Amy Zuccarello focuses her practice on the area of corporate trust. She often serves as counsel to creditors and debtors in Chapter 11 bankruptcies and out-of-court restructurings.” "Amy is always timely, conscientious and practical." Practices/Client Comments Banking & Finance – "The team provided creative advice in complex situations." Bankruptcy/Restructuring – "Sullivan & Worcester have a breadth of knowledge and the ability to provide necessary advice." Employee Benefits & Executive Compensation – "Sullivan & Worcester's attorneys have tremendous knowledge and the ability to share that knowledge in a clear, concise manner that assures understanding." Litigation: General Commercial – "Sullivan & Worcester is exceptional when it comes to complex litigation." Real Estate – "Sullivan's local knowledge, general expertise and good people distinguishes it." Registered Funds – "Sullivan & Worcester's team is very experienced and well-versed in a variety of topics." REITs – "Sullivan & Worcester are always available, proactive and extremely thorough. They provide practical advice, quickly analyzing changes to deal structure and recalling minute details along the way." Tax – "Sullivan & Worcester resolve issues efficiently and shows commitment to client satisfaction." About Sullivan Sullivan & Worcester (Sullivan) is a premier international law firm with lawyers in Boston, London, New York, Tel Aviv and Washington, D.C. Sullivan’s clients, including Fortune 500 companies, leading financial services firms and asset managers, boards of directors, real estate companies, and emerging businesses, rely on Sullivan’s ability to navigate complex legal and operational landscapes, the impeccable judgment of its lawyers, and its commitment to best-in-class client service.

Amy E. Sheridan

Wonder Media Network (WMN) Acquired by the World's Largest Independent Podcast Company

Sullivan represented Wonder Media Network (WMN), a female-founded, audio-first creative studio based in New York City, in its sale to Acast, the world’s largest independent podcast company. "WMN’s mission is so tightly aligned with that of Acast - bringing important and changemaking stories to the world," said WMN CEO Jenny Kaplan. "Together, we will allow both creators and advertisers to reach new audiences, build successful businesses, and shape the future of audio."

Lewis N. Segall, Joel R. Carpenter, Amy E. Sheridan, Erika L. Todd, Johanna Colpritt and Nathan Kosik-Desmond

Environmental Technology Company Acquires a Leading Industrial Air Filtration Company

The environmental technology company, Nederman Holding AB, represented by Sullivan, recently acquired a leading industrial air filtration company RoboVent, significantly strengthening its North American position by becoming the number one player within the U.S. weld fume extraction segment. Sullivan has provided acquisition advice to Nederman since 2017. Sullivan’s Environment & Natural Resources group handled preparation of environmental provisions of the purchase agreement and disclosure schedules and advised as to regulatory compliance at the target company.

Michael J. Student, Avinash R. Rao, Amy E. Sheridan, Erika L. Todd, Douglas S. Stransky and Ida J. Vanto

Amy E. Sheridan

Amy E. Sheridan