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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:
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.
