what.tax
Max DonovanKeep more of what you earn through smart business structuring, tax optimization, and strategic savings.
| Platform |  | Pricing | Freemium | Publishes | Daily |
|---|---|---|---|---|---|
| Issues | 211 | Founded | 2 years ago | Last Issue | 5 days ago |
| Active | |||||
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whattax.substack.comLatest Issues
How to Spread $500K in Business Gains Across Five Years and Keep 70% of It
Why IRC §453 remains the most underused exit strategy for entrepreneurs, and how to deploy one without tripping the recapture rules or the §453A interest charge.
Most founders sell their business once. They get one shot to keep what they e...
Your CPA Files Your Taxes. That’s Not the Same as Building Wealth.
Most profitable entrepreneurs in this country believe they have a tax strategy. What they actually have is a tax preparer with a portal login and a quarterly invoice. Those are not the same job. They are not even on the same end of the cale...
The Hidden Cost of Paying Taxes Quarterly. And the Strategy That Fixes It
Safe harbor became a profit leak. Here’s the IRS form that plugs it.
Every April 15, June 15, September 15, and January 15, the IRS expects a check. Miss the deadline, or send too little, and the underpayment penalty starts running.
The Hidden Payroll Structure That Turns Your Spouse Into a $25K Annual Tax Deduction
A 1954 Code provision, a landmark 10th Circuit ruling, and the only legal way most self-employed entrepreneurs can deduct 100% of family medical costs as a Schedule C business expense
In 2025, the average U.S. family health insurance premi...
Why the Wealthy Never Run Out of Money in Retirement. [It’s Not What You Think]
Ask most Americans how the wealthy stay rich in retirement, and you’ll get some version of the same answer: they saved more, they got lucky in markets, or they inherited it. Same model as everyone else, just on steroids.
That answer is wro...
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I'm Max. I offer tailored insights and strategic guidance to help you maximize tax efficiency through smart planning and optimization.
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