Overview
Tiffany Bentley counsels high net worth individuals and families, as well as professional fiduciaries, through estate and trust disputes, probate issues, and divorce and related matters. Her practice includes all aspects of fiduciary litigation and family law.
As a probate and family court litigator, Tiffany works to identify each client's best possible outcome and then charts the necessary path through discovery, settlement negotiations, and all the way to trial where necessary. As this line of work often centers around traumatic and deeply personal life events, such as the death of a loved one or the end of a marriage, she takes great pride in guiding clients with both experience and empathy.
On the trust and estate side, Tiffany's practice includes contested probates, guardianships, and conservatorships; as well as postmortem challenges to the validity of trusts, deeds, beneficiary designations and lifetime transfers, and various challenges to the administration of estates and trusts. In the area of family law, she assists clients through divorce and custody matters; prenuptial and postnuptial planning; and post-divorce contempt and modification actions.
In addition to her regular practice, Tiffany volunteers as a conciliator in Middlesex and Worcester County to help resolve cases and unclog court dockets. She also dedicates a substantial amount of time on pro bono matters, representing children in custody disputes through the Attorneys Representing Children program.
Education and Credentials
Education
- University of Colorado Law School, J.D., Order of Coif, 2008; Rothgerber Moot Court, Honor Board; Colorado Journal of International Environmental Law and Policy, Lead Articles Editor
- Curry College, B.A., summa cum laude, 2002
Admissions
- Commonwealth of Massachusetts
Affiliations
- Worcester Bar Association
- American Association for Certified Financial Litigators
- Women's Bar Association
- Massachusetts Bar Association
- Boston Bar Association, Board Member
- Massachusetts Association of Guardians ad Litem
- Greater Boston Fiduciary Law American Inn of Court
- Greater Boston Family Law American Inn of Court
Recognition and Community
No aspect of this advertisement has been approved by the highest court of any state. Prior results do not guarantee a similar outcome. See Awards Methodology.
Recognitions
Selected to Boston Magazine's Top Lawyers List, Family Law, 2022
Selected to the list of Massachusetts Super Lawyers (Thomson Reuters), Estate and Trust Litigation, 2022-2024, Family Law, 2022-2023, Estate Planning and Probate, 2022-2023
Selected to the list of Massachusetts Super Lawyers Rising Stars (Thomson Reuters), Estate and Trust Litigation, 2011-2018
Community Involvement
Greater Boston Legal Services, Board of Directors
Attorneys Representing Children
Discovering Justice's Stand Up for Your Rights, Attorney Volunteer/Teacher, 2009-2015
In The Media
Speaking Engagements
- "Updates in Probate Law" and "Capacity Issues and Burden Shifting," 12th Annual Probate Law Conference, Massachusetts Bar Association (MBA), November 22, 2024
- "Educational Seminar - Spousal Rights and Creditors Rights in Family Trusts", Boston Estate Planning Council, February 15, 2024
- A House Divided: Real Estate & Divorce, October 26, 2023
- Family Trusts in a Divorce, May 24, 2023
- Handling Divorce in the Chain of Title, March 2023
- Double Agents: Intersection Between Powers of Attorney and Estate Planning, December 2022
- Fiduciary and Trust Account Dreams and Nightmares, October 2022
- Drafting Premarital and Postmarital Agreements, May 2022
- The Messy Intersection of Divorce and Trust Law – Everything but Pfannenstiehl, February 2022
- Proving Testamentary Capacity at Trial, April 2021
- Evidence Admissibility in Family Law Cases, April 2021
- Sophisticated Financial Issues in Divorce Matters and the Impact of COVID-19, July 2020
- Who Has to Prove What: Burdens of Proof and Presumptions in Fiduciary and Probate Litigation, May 2015
- Financial Exploitation of Elders and Undue Influence, March 2015
- Undue Influence and Equitable Remedies, November 2014
Media Mention
- Boston Magazine's Top Lawyers of 2024, Boston magazine, November 19, 2024
- New Associations, Massachusetts Lawyers Weekly, July 7, 2023
- Day Pitney Adds 4 Ex-Burns & Levinson Attys in Boston, Law360, June 5, 2023
Publications
- Will Contests, Compromises, and Practical Steps to Avoid Litigation, MCLE Massachusetts Probate Manual, 2022
- Wills Contest and Objections to Accounts, 2021