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Bolton, Jennifer

Jennifer B. Bolton


Jen serves as counsel in the Firm’s Tax group. She is a problem solver whose attention to detail helps her develop innovative solutions for her clients.

Jen provides advice and counsel to individuals, corporations, partnerships, nonprofits, and other entities on domestic and international tax issues throughout the various stages of their business development. These services range from choice of entity and entity conversion decisions to tax planning for ongoing businesses, including acquisitions, mergers, and dispositions. She also advises clients on joint venture matters.

Jen has represented numerous clients in their federal and state tax examinations. She has represented clients before the Administrative Appeals Division of the IRS and state taxing authorities. Her representation of clients in federal and state tax controversies includes substantive and procedural issues, such as statute of limitations for assessments and refunds, interest abatements, penalty abatements, offers and compromises, installment payment plans, worker classification, employment taxes, unrelated business income, 501(c)(3) bond exemption, taxability for nonresident aliens, and research and development credits. Jen has also represented clients before the federal and state taxing authorities on matters that involve requests to make voluntary disclosures of individuals’ ownership in foreign accounts. She has also prepared and received IRS private letter rulings on behalf of her clients.


Work Experience

  • Hinckley Allen
    • Counsel (2020-Present)
  • Verrill Dana LLP
    • Counsel (2017-2020)
  • Burns & Levinson LLP
    • Associate (2008-2017)
    • Manager, Tax Controversy Services (2005-2008)
    • Senior Associate, Tax Controversy Services (2001-2005)
  • PricewaterhouseCoopers, LLP
    • Associate (1999-2001)

Bar Memberships

  • United States Supreme Court
  • United States Tax Court
  • Massachusetts
  • Washington, D.C.

News & Insight


Tax Breaks and Benefits for Businesses Impacted by COVID-19

April 1, 2020

The pandemic of COVID-19 has drastically impacted the United States economy. Over the past few weeks, federal legislation has quickly been enacted to help stimulate the economy and provide much needed cash flow to individuals and businesses. In this alert,…

Firm News

Hinckley Allen Welcomes Tax Counsel, Jennifer B. Bolton

March 4, 2020

Hinckley Allen is pleased to welcome Jennifer B. Bolton as Counsel to the Firm’s Tax group. Jen joins the Firm’s Boston office after most recently serving as Counsel at Verrill Dana LLP.Jen provides counsel to individuals, corporations, partnerships, n…