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Anomaly CPA

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Anomaly CPA is an American accounting and tax strategy firm headquartered in Boston, Massachusetts. Founded in 2018 by Greg O’Brien and John Malone, the firm operates with a remote-first, subscription-based model, providing services primarily to technology startups, real estate investors, and digital businesses.[1][2]

History

Anomaly CPA was founded in 2018 by Greg O’Brien and John Malone as a fully remote accounting practice. The firm's model focuses on using cloud-based systems to provide year-round tax advisory services rather than traditional, hourly-based compliance work.[1][3]

Operations

The company utilizes a distributed team structure and specializes in tax strategy and accounting for clients in the technology and real estate sectors. Its services are billed on a recurring subscription basis, which differs from the project-based or hourly billing common in the accounting industry.[1][2]

Recognition

The firm has received several industry recognitions for its growth and use of technology. It was included on the Inc. 5000 list of the fastest-growing private companies in the U.S. in 2023, 2024, and 2025.[1] In 2024, Accounting Today named Anomaly CPA to its list of "Best Firms for Technology," noting its use of integrated cloud platforms and AI in its services.[4] Future Firm also included the company on its "Top 50 Modern Accounting Firms of 2025" list.[2]

In 2023, co-founder Greg O’Brien was named the "#1 Tax Strategist" by the American Institute of Certified Tax Planners.[5]

Leadership

The firm is led by its co-founders, Greg O’Brien, a certified public accountant (CPA), and John Malone, an attorney. Both partners have been recognized on CPA Practice Advisor's "40 Under 40" list, with honorees in 2022 and 2024 for their contributions to the accounting profession.[6][7]

See also

References

  1. 1.0 1.1 1.2 1.3 Anomaly CPA Company Profile. Inc.. Retrieved 8 October 2025.
  2. 2.0 2.1 2.2 The Top 50 Modern Accounting Firms of 2025. Future Firm. 28 May 2025. Retrieved 8 October 2025.
  3. Adding $2M in Accounting Services in 36 months w/ Greg O’Brien CPA, CTS. Jetpack Workflow. Retrieved 8 October 2025.
  4. Meet the Best Firms for Technology for 2024. Accounting Today. 7 May 2024. Retrieved 8 October 2025.
  5. AICTP Names Greg O’Brien #1 Tax Strategist in the US. American Institute of Certified Tax Planners. 15 December 2023. Retrieved 8 October 2025.
  6. 2022 40 Under 40 Accounting Professionals. CPA Practice Advisor. 23 October 2022. Retrieved 8 October 2025.
  7. 2024 “40 Under 40” Professionals. CPA Practice Advisor. 4 April 2025. Retrieved 8 October 2025.

External links