David A. Guadagnoli

Employee Benefits (ERISA) Law Tax Law

5.0 (1 reviews)

Boston, Massachusetts

12+ years experience

Updated: Jan 03, 2026

Contact Information

617-338-2800

https://www.sullivanlaw.com/david-a-guadagnoli

One Post Office Square Boston MA US

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Bio

Specializing in Employee Benefits (ERISA) Law Tax Law, David A. Guadagnoli serves the legal needs of Massachusetts residents. With 12 years of legal experience, A. Guadagnoli provides comprehensive representation in Employee Benefits (ERISA) Law Tax Law matters. Clients trust David A. Guadagnoli to handle their legal matters with professionalism and care. Licensed to practice in Massachusetts, A. Guadagnoli continues to serve the community with integrity.

Local Legal Snapshot

Jurisdiction

Massachusetts

State Capital

Boston

Highest Court

Massachusetts Supreme Judicial Court

Bar Association

Massachusetts Bar Association

Typical Consultation

$150-$300

Typical Hourly Range

$250-$450/hr

Fee Model Notes

Hourly or flat-fee billing is common.

Estimates vary by market, complexity, urgency, and attorney experience.

Practice Areas

Employee Benefits (ERISA) Law Tax Law

Awards & Recognition

Recognized: Employee Benefits (ERISA) Law
Recognized: Tax Law
Special Focus: COVID-19
Boston Magazine Top Lawyers, Tax Law (2021, 2022)
Best Lawyers in America®, Employee Benefits (ERISA) (2013-2023) and Tax Law (2014-2023)
The Legal 500 U.S. (2011-2020)
Chambers USA, Ranked in Employee Benefits & Executive Compensation (Massachusetts) (2009-2022)
Massachusetts Super Lawyers (2006-2012)

Recognized in Best Lawyers since 2013

Education

Boston University School of Law, J.D., LL.M, graduated 1988
Boston University, MBA
The George Washington University, B.A.

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Reviews

Jacob Hall

3 months ago

Expert Guidance Through Complex ERISA and Tax Challenges

When our mid-sized company needed to navigate a significant restructuring of our employee retirement and health plans, we turned to David Guadagnoli at Sullivan & Worcester. The complexity was immense, involving intricate ERISA compliance, tax implications for both the company and our employees, and new considerations stemming from recent COVID-19 relief legislation. David’s dual expertise in employee benefits and tax law was immediately apparent. He didn't just give us legal answers; he provided a strategic business perspective, clearly informed by his MBA background. His deep knowledge of the regulatory landscape, particularly in the post-pandemic environment, allowed him to anticipate issues we hadn't even considered. The process was thorough, and David was exceptionally responsive, explaining each step in clear terms without oversimplifying the serious legal stakes. His recognition in both ERISA and Tax Law is well-deserved. Thanks to his guidance, we successfully implemented the new plans efficiently and with full compliance, avoiding potential pitfalls that could have been costly. For any business facing the intersection of benefits administration and tax strategy in Massachusetts, David is an invaluable resource.