Everything we know,
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The complete educational library of Anomaly CPA — every article, podcast episode, guide and tool we've created to help founders and investors make smarter financial decisions. No paywall. No fluff. Just strategy.

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These are the recurring themes of the show. Choose one, and the list below will update immediately.

Anomaly Angle #6 - Why You Should NOT Be an S Corporation
The Anomaly Angle
Our own show. Greg O'Brien, CPA and John Malone break down the reasoning behind a tax move, not just the checklist. Every episode comes with the full write up, so you can read it instead of listening.

Video · Audio
Our show
Anomaly Angle #6 - Why You Should NOT Be an S Corporation

Video · Audio
Our show
Anomaly Angle #4: Exit Tax Planning - How Founders Use Charitable Trusts to Reduce Taxes in 2026

Video · Audio
Our show
Anomaly Angle #3: Real Estate Professional Status Tax Strategy Explained for High-Income Families

Video · Audio
Our show
Anomaly Angle #2: How to Reduce Capital Gains Tax on Real Estate (Cut an $80K Tax Bill)

Video · Audio
Our show
Anomaly Angle #1: Strategy vs Tax Filing - What Business Owners Need to Know

Video · Audio
Our show
Anomaly Angle #5: Hire Your Kids? Trump Accounts & Family Tax Strategies

The tax playbook we hand every new client
A breakdown of entity choice, real estate moves, and strategies built to survive an audit. Written by Greg O'Brien, CPA, using the same reasoning applied on every client call.
Greg and John on other shows
Conversations where other hosts put the Anomaly team on the mic. Each one opens on the host's own channel.

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Guest · Pitch Your Firm
No CPA, No Problem: Lawyer Scales Accounting Firm to $4M

Video · Audio
Guest · BiggerStays
Stop Losing Money On Taxes With Your Airbnb! Do This Instead

Video · Audio
Guest · Marketing for Accounting Firms
How We Built Our Firm: Co-CEOs, Fixed Pricing, Digital Startups
MORE TO READFrom the Anomaly blog
Written pieces on tax strategy, accounting and the decisions behind them. Shorter than an episode, and easy to skim when you need one answer.
When does a family management company make sense for business owners in 2026?
How should startups account for SAFEs before a priced round in 2026?
How should real estate professionals account for Airbnb payouts, platform fees, and cleaning charges in 2026?
How do personal-use days change cost segregation for Airbnb owners in 2026?
How much should a multi-state business pay for virtual CPA services in 2026?
Can a company buy back my shares without destroying QSBS in 2026?
Can AI startups claim the R&D tax credit for model development in 2026?
Is a Section 1045 rollover worth it when QSBS has not met five years in 2026?
How should Airbnb owners document material participation for tax losses in 2026?
Can an S corporation claim the R&D tax credit in 2026? What changes for the payroll tax offset
Should Airbnb owners pay for a second cost segregation study after a major renovation in 2026?
What should startup accounting include after your first enterprise contract in 2026?
Anomaly CPA's client
victories in the spotlight
Innovative business owners and investors across the globe benefit from our unique tax strategy and cloud accounting experience allowing them to stay ahead of the curve.
CPA + tax strategist
Four ways to take the next step, from a two minute price check to a call with a strategist.







