
Author:Greg O’Brien
CPA, CPS, Co-CEO
Co-CEO of Anomaly, specializing in advanced tax planning for entrepreneurs, small business owners, and real estate investors. He focuses on helping clients navigate complex financial strategies and was named the #1 Tax Strategist in the United States by the AICTC in 2023.
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Author:
John Malone
August 14, 2026
How much does proactive tax planning cost in 2026, and when is it worth it for S corporation owners?
See what proactive tax planning costs in 2026 for S corporation owners, when it is worth the fee, and when one-time versus ongoing support makes sense.
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Author:
Greg O’Brien
August 13, 2026
Should Airbnb owners order a cost segregation study before or after a renovation in 2026?
Learn when Airbnb owners should order a cost segregation study before or after a renovation in 2026, and how timing affects basis, deductions, and tax strategy.
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Author:
Greg O’Brien
August 12, 2026
Do real estate professionals need separate books for each LLC and property in 2026?
Learn when real estate professionals need separate books for each LLC or property in 2026, and how bookkeeping structure affects REPS, tax strategy, and reporting.
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Author:
John Malone
August 11, 2026
How to switch to a virtual CPA firm in 2026 without disrupting payroll, bookkeeping, or tax deadlines
Learn how to switch to a virtual CPA firm in 2026 without disrupting payroll, bookkeeping, tax deadlines, or monthly reporting.
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Author:
John Malone
August 10, 2026
What should a startup monthly close include in 2026?
Learn what a startup monthly close should include in 2026, from reconciliations to runway reporting, payroll, and tax planning, with Anomaly CPA.
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Author:
John Malone
August 9, 2026
Can short-term rental owners use cost segregation without real estate professional status in 2026?
Learn when short-term rental owners can use cost segregation without REPS in 2026 and how average stays, material participation, and Section 469 affect losses.
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Author:
John Malone
August 8, 2026
What documentation do startups need for the R&D tax credit in 2026?
Learn what documentation startups need for the R&D tax credit in 2026, including project records, wage support, technical evidence, and payroll tax election files.
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Author:
Greg O’Brien
August 7, 2026
What does a virtual CPA actually do for a growing business in 2026?
Learn what a virtual CPA does for a growing business in 2026, how the model differs from annual tax prep, and when connected support becomes worthwhile.
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Author:
John Malone
August 6, 2026
What financial systems does a growing business need before hiring a CFO in 2026?
Discover the financial systems every growing business should build before hiring a CFO in 2026, including monthly close, accrual reporting, forecasting, and reporting workflows.
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Author:
Greg O’Brien
August 5, 2026
Startup CPA vs controller vs fractional CFO: which finance role should you hire first in 2026?
Compare a startup CPA, controller, and fractional CFO in 2026 to learn which finance role should own accounting, tax, forecasting, and board reporting first.
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Author:
Greg O’Brien
August 4, 2026
How much does a virtual CPA cost in 2026, and when is Anomaly CPA worth it?
See how much a virtual CPA costs in 2026, what Anomaly CPA pricing includes, and when coordinated accounting and tax support justify the higher fee.
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Author:
Greg O’Brien
August 3, 2026
What should startup accounting include after your first non-founder hire in 2026?
Learn what startup accounting should include after your first non-founder hire in 2026, from payroll and monthly close to accrual reporting and R&D tax credits.
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Author:
John Malone
August 1, 2026
Is a startup CPA worth it before your first priced round in 2026?
Learn when a startup CPA is worth hiring before your first priced round in 2026 and how investor-ready accounting, R&D credits, and diligence affect fundraising.
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Author:
Greg O’Brien
July 31, 2026
How to Become a Real Estate Professional for Tax Purposes
Find out how to qualify as a real estate tax professional for tax purposes and the most common mistakes people make alogn the way.
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Author:
Greg O’Brien
July 31, 2026
Airbnb cost segregation in 2026: Anomaly CPA vs 1-800Accountant for owners who need usable losses
Compare Anomaly CPA vs 1-800Accountant for Airbnb cost segregation in 2026 and learn how §469, §168, and usable losses affect your tax savings.
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Author:
Greg O’Brien
July 30, 2026
How does communication work with a virtual CPA firm in 2026?
Learn how communication with a virtual CPA firm works in 2026, including secure portals, email, recurring calls, monthly close, tax planning, and urgent issues.
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Author:
John Malone
July 29, 2026
When is a fractional CFO worth it for a SaaS startup in 2026?
Learn when a fractional CFO is worth it for a SaaS startup in 2026 and how forecasting, runway, fundraising, and R&D credits affect the decision.
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Author:
Greg O’Brien
July 28, 2026
Anomaly CPA vs Dark Horse CPA in 2026: which is better for S corp owners once proactive tax planning matters?
Compare Anomaly CPA vs Dark Horse CPA in 2026 to see which firm better supports S corp owners with PTE elections, Section 199A, compensation, and multi-state tax planning.
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Author:
Greg O’Brien
July 27, 2026
When does multi-state tax nexus start for a remote-first startup in 2026?
Learn when multi-state tax nexus starts for remote-first startups in 2026 and how remote employees, sales thresholds, and state tax rules create filing obligations.
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Author:
Greg O’Brien
July 26, 2026
Should I order a cost segregation study before a refinance or sale in 2026?
Learn whether to order a cost segregation study before a refinance or sale in 2026 and how recapture, passive losses, and hold period affect the value.
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Author:
John Malone
July 25, 2026
Can startups claim the R&D tax credit for contractor and overseas developer costs in 2026?
Learn whether contractor costs qualify for the R&D tax credit in 2026, when U.S. developer expenses count, and why offshore research is generally excluded.
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Author:
John Malone
July 24, 2026
Anomaly CPA vs Kruze in 2026: which is better for a growing business that needs a true virtual CPA?
Compare Anomaly CPA vs Kruze in 2026 to see which virtual CPA model is better for growing businesses that need accounting, tax planning, and stronger accountability.
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Author:
Greg O’Brien
July 23, 2026
Should S corporation owners still use an accountable plan in 2026?
Learn whether S corporation owners should still use an accountable plan in 2026 and how proper reimbursements support tax planning and reasonable compensation.
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Author:
John Malone
July 22, 2026
Anomaly CPA vs Pilot in 2026: which is better before a cost segregation study?
Compare Anomaly CPA vs Pilot before a cost segregation study in 2026 and learn why tax planning often matters more than bookkeeping.



