RSS Amplifier

Blog

what.tax

Keep more of what you earn through smart business structuring, tax optimization, and strategic savings.

whattax.substack.comSource feed ↗11 posts

Overdue Last read · last published · next check
Last read 3 days ago, longer than this feed's 1 day schedule.

Elsewhere

Latest posts

How to Deduct 100% of Your Health Insurance as a Business Owner [Most Are Doing This Wrong]

The deduction is real. The way most owners claim it isn’t.

The Difference Between a Tax Return and a Tax Strategy

Filing reports what already happened. Strategy decides what happens next.

How to Unlock Unlimited Tax Losses and Wipe Out Your W-2 Income. [The Real Estate Professional Election]

Two tests stand between you and a legal write-off big enough to erase your salary. Most people who claim it lose it in an audit. Here’s how the winners actually qualify.

How to Double Your Tax Deductions Every Other Year Without Spending More

The 2026 standard deduction hit $32,200 for married couples. Here’s how smart timing, not extra spending, gets you past it every other year.

The Hidden 3.8% Tax Most High Earners Are Quietly Paying Without Knowing It Exists

Officially named for Medicare. Funds none of it. And the income line that triggers it hasn’t moved since 2013.

Beyond the S-Corp: The Management Company Play (Part 3)

The mechanism that actually moves active income between entities, and the two IRS rules that decide whether it survives an audit.

Beyond the S-Corp: The Two-Entity Split That Actually Holds Up (Part 2)

Part 1 covered why one entity stops protecting you as you grow. This is how to actually build the entity that does — the version GreenHunter never had.

Beyond the S-Corp: Why One Entity Stops Protecting You (Part 1)

Most founders solve the tax problem and stop. The protection problem is still sitting there, waiting for one bad year.

The Deferred Compensation Strategy That Lets High Earners Push $100K of Income Into a Lower Tax Year

Section 409A lets you decide today which tax bracket next decade’s income lands in. Almost nobody sets it up correctly.

The Exit Strategy That Lets You Sell Your Business Tax-Free and Keep Running It

How Section 1042 turns a taxable exit into a deferred one, and often a permanently tax-free one, without forcing you out of the corner office

The Moment Most Founders Switch From Building Revenue to Building Wealth

Most founders spend a decade optimizing a business that owns them right back. Here’s the exact point that changes, and the moves that make it permanent.