
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.

Author:
John Malone
August 30, 2026
Is a Section 1045 rollover worth it when QSBS has not met five years in 2026?
Learn when a Section 1045 rollover may be worth it before QSBS reaches five years, including 60-day reinvestment rules, Section 1202 tiers, and basis effects.

Author:
Greg O’Brien
August 29, 2026
How should Airbnb owners document material participation for tax losses in 2026?
Learn how Airbnb owners should document material participation in 2026, including hour tests, manager comparisons, activity logs, and passive-loss limits.

Author:
Greg O’Brien
August 28, 2026
Can an S corporation claim the R&D tax credit in 2026? What changes for the payroll tax offset
Learn how S corporations can claim the R&D tax credit in 2026, including payroll tax offset rules, shareholder wages, Form 6765, and Section 174A.

Author:
John Malone
August 27, 2026
Should Airbnb owners pay for a second cost segregation study after a major renovation in 2026?
Learn when a second cost segregation study is worth it after a major Airbnb renovation, including passive losses, partial asset dispositions, and recapture.

Author:
John Malone
August 26, 2026
What should startup accounting include after your first enterprise contract in 2026?
Learn what startup accounting should include after your first enterprise contract in 2026, from deferred revenue and monthly close to R&D credit support.

Author:
John Malone
August 25, 2026
What should a virtual CPA do in the first 90 days for a growing business in 2026?
What should a virtual CPA accomplish in the first 90 days? Learn what growing businesses should expect from onboarding, monthly close, reporting, and tax planning.

Author:
Greg O’Brien
August 24, 2026
How should real estate professionals track commissions, rents, and owner draws in 2026?
Learn how real estate professionals should track commissions, rental income, and owner draws for cleaner books, REPS support, and tax planning.

Author:
John Malone
August 23, 2026
Can startups still claim the R&D tax credit on an amended return in 2026?
Learn when startups can claim the R&D tax credit on an amended return in 2026, which years remain open, and why missed payroll tax elections are different.

Author:
John Malone
August 22, 2026
Is cost segregation worth it for Airbnb owners planning to sell within a few years in 2026?
Learn whether cost segregation is worth it for Airbnb owners planning to sell within a few years, including recapture, passive losses, and hold-period planning.
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Author:
Greg O’Brien
August 21, 2026
Cost segregation studies explained: how businesses accelerate depreciation

Author:
John Malone
August 21, 2026
What should a monthly close include for real estate professionals in 2026?
Learn what a real estate monthly close should include in 2026, from property-level reporting and debt tracking to REPS, material participation, and cost segregation.

Author:
John Malone
August 20, 2026
When is a bookkeeper no longer enough in 2026, and when should a growing business hire a virtual CPA?
Learn when a bookkeeper is no longer enough in 2026 and when a growing business should hire a virtual CPA for reporting, tax planning, and decisions.

Author:
Greg O’Brien
August 19, 2026
What documentation do founders need to prove QSBS before a financing or exit in 2026?
Learn what founders need to document QSBS before a financing or exit in 2026, from stock issuance and board records to holding period and Section 1202 proof.

Author:
Greg O’Brien
August 18, 2026
When is a bookkeeper no longer enough in 2026, and when should a growing business hire a virtual CPA?
Learn when a bookkeeper is no longer enough in 2026 and when growing businesses should upgrade to a virtual CPA for reporting, tax planning, and decisions.

Author:
Greg O’Brien
August 17, 2026
How much should a startup pay for investor-ready accounting after a seed round in 2026?
See what investor-ready startup accounting should cost after a seed round in 2026, including monthly close, accrual reporting, R&D credits, and Anomaly CPA pricing.
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Author:
Greg O’Brien
August 16, 2026
Is mid-year tax planning worth it in 2026? What business owners can still change before year-end
Mid-year tax planning in 2026 is usually worth it when S corporation compensation, estimated taxes, PTE elections, Section 199A, or multi-state exposure can still change before year-end.
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Author:
John Malone
August 15, 2026
Should founders gift QSBS to a non-grantor trust before a 2026 exit?
Learn whether founders should gift QSBS to a non-grantor trust before a 2026 exit, how holding periods carry over, and where late-stage planning creates risk.
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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.



