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Greg O'Brien, CPA

Anomaly CPA | 2x 40 Under 40 | 2024 Forbes Top 200 CPA

Greg O'Brien is the Co-CEO and co-founder of Anomaly CPA, a virtual accounting firm specializing in complex tax planning and advisory services for entrepreneurs, startups, and small businesses.12 He founded the company in 2018 with a vision to scale a fully remote firm working with innovative and high-growth businesses.3

Professional Background

Greg holds a Bachelor of Science in Accounting and a Master's Degree in Taxation from Bentley University.1 He is a licensed Certified Public Accountant (CPA) in Massachusetts and a Certified Tax Strategist (CTS).13

Expertise and Recognition

Greg specializes in:

  • Advanced tax planning
  • Business advisory services
  • Short-term rental taxation

His expertise has earned him several accolades:

  • Named #1 Tax Strategist in the United States by the AICTC in 202312
  • Top 5 National Finalist for Tax Planner of the Year by the AICTC in 20201
  • "40 Under 40" honoree in the accounting profession3

Company Growth

Under Greg's leadership, Anomaly CPA has experienced significant growth:

  • Ranked #1186 on the Inc5000 list2
  • Surpassed 30 team members as of July 20244

Personal Interests

Outside of work, Greg is described as an avid Boston sports fan, CrossFit enthusiast, and podcast enthusiast.1 He values entrepreneurship and enjoys studying successful entrepreneurs across various industries.

Highlights

Greg O'Brien, CPA, CTS - 2023 "40 Under 40" Honoree

Related Questions

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Greg O'Brien, CPA
Greg O'Brien, CPA, photo 1
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Location

Boston, Massachusetts, United States