Robert C. Macaulay, Jr. is a member of the firm. Bob is an experienced lawyer who specializes in health, life insurance, disability and other welfare benefit plans. In his 34 -year legal career, he has helped employers -- large and small, for-profit and tax-exempt -- implement employee benefit plans and solve problems arising under ERISA, COBRA, HIPAA and other state and federal laws. He has also represented HMOs, insurance companies, third party administrators, brokers, consultants and other providers of services to welfare benefit plans. Bob has extensive experience with both the legal and practical aspects of insured and self-insured plans. He has advised employers and employees on the tax consequences of maintaining and participating in such plans. Combining legal and insurance expertise, he has assisted clients with all aspects of health care plans, including managed care products,cafeteria plans, HRAs, retiree health programs and health savings accounts.

Before joining Parker Brown & Macaulay, Bob was a principal in the Ropes & Gray Benefits Consulting Group for twelve years and before that was Associate Counsel with John Hancock Mutual Life Insurance Company. He holds the designations of Chartered Life Underwriter (CLU), Chartered Property and Casualty Underwriter (CPCU) and Associate in Risk Management (ARM). Bob has written and spoken frequently on employee benefits, including presentations at meetings of the New England Employee Benefits Council and the Tax Section of the American Bar Association. He is admitted to practice in Massachusetts and Pennsylvania.


Boston College: Cum Laude, 1972

Suffolk University: Juris Doctorate, Cum Laude and 4th in his class, 1976

Bar Admissions

Massachusetts and Pennsylvania


Tel: 617.399.1521

Client Portal Login