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Conry, Caitlin E. Esq.

Caitlin E. Conry Esq. - Waltham, MA

Attorney at Cushing & Dolan, P.C.

Estate Planning Lawyers in Waltham, MA

400 Fifth Avenue Suite 400 Waltham, MA 02451

  • Free Consultation
  • 1 Super Lawyers®
  • 20 Years
    Experience

Waltham Estate Planning Lawyer

Updated: 10/28/2026

Areas of Practice

  • Estate Planning
  • Tax Planning
  • Elder Law

Attorney Information

Overview

Caitlin E. Conry is a Managing Attorney in the Estate Planning Department with more than 20 years of experience advising clients on complex estate planning, tax planning, and elder law matters. She is widely recognized for her deep expertise in designing sophisticated wealth transfer and asset protection strategies for individuals and families at every stage of life.

Ms. Conry serves a broad and distinguished clientele, ranging from individuals seeking straightforward estate plans to ultra-high-net-worth families with assets exceeding $100 million. She is particularly adept at crafting tailored asset protection strategies to safeguard family wealth against long-term care costs and other complex liabilities.

Over the course of her career, Ms. Conry has prepared estate plans for more than 5,000 clients, deploying a comprehensive array of planning instruments, including Revocable Trusts, QTIP Trusts, QPRTs, Medicaid Irrevocable Trusts, SLATs, Asset Protection Trusts, Intentionally Defective Grantor Trusts, Irrevocable Life Insurance Trusts, Spendthrift Trusts, GST Trusts, Dynasty Trusts, Special Needs Trusts, (d)(4)(A) Trusts, Nominee Realty Trusts, Wills, Health Care Proxies, HIPAA Releases, Living Wills, and Durable Powers of Attorney.

Ms. Conry’s representative experience includes:

  • Counseling high-net-worth individuals and families on establishing, funding, and administering trusts during their lifetimes to avoid probate proceedings and ensure seamless wealth transfer.
  • Advising clients on preserving and protecting multi-generational family assets through sophisticated trust structures designed to shield against long-term care liabilities, creditor claims, and other risks.
  • Developing and implementing comprehensive lifetime gifting strategies — including the use of SLATs and LLCs to preserve client wealth for future generations and minimize estate and gift tax exposure.

Awards and Honors

Super Lawyers® Selectees

SuperLawyers

Caitlin E. Conry Esq. included in a Super Lawyers® list

Honors

  • Super Lawyer, Super Lawyers, 2020

Other Sources of Feedback About Caitlin E. Conry Esq.

Included on the 2020 Massachusetts Super Lawyers list


Education

Legal Education

  • Syracuse University College of Law, Syracuse, New York
    J.D.
    Honors: The Digest: National Italian American Bar Association Law Journal

Non Legal Education

  • Stonehill College, Easton, Massachusetts, 2003
    B.S.
    Honors: Stonehill College Honors Program
    Major: Finance
    Minor: Psychology

Current Employment Position(s)

  • Managing Attorney

Past Positions

  • Cushing & Dolan, P.C., Intern
  • Gelinas & Ward LLP, Intern

Bar Admissions

  • Massachusetts, 2006

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Contact

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Waltham, MA

400 Fifth Avenue
Suite 400
Waltham, MA 02451

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Phone Number: 888-759-5109

Email: Send a message

  • Credit Cards Accepted
  • Free Consultations
  • Virtual Appointments

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