Blog

You've Been Doing Corp Taxes Wrong: 7 Mistakes That Cost One Freelancer $19,400

Corp taxes trip up freelancers every year, usually right after they think incorporating solved their problem. Here are 7 things nobody explains, and one $19,400 mistake to avoid. (7 min read)

Aug 24, 2026

Tax Strategy•5 min read

A $4M Term Sheet Almost Died Over Taxes Corporate Founders Never Track

One founder's Series A diligence surfaced $180,000 in taxes corporate leadership never tracked. Here's what nearly killed the deal, and what fixed it before the next round.

Aug 23, 2026

7 Things Nobody Tells You About Professional Tax Filing Software Until You Owe 11 States at Once

A 9-minute read on why professional tax filing software matters more than your salary once you're playing in 14 states a year, and what one rookie's $38,000 penalty taught us about the tools athletes actually need.

Aug 23, 2026

We Called 12 Tax Firms Pretending to Be a $180K Creator. Only One Passed.

Most tax firms are built to file W-2 returns, not creator income across five platforms. Here's what happened when we called 12 tax firms pretending to be a $180K creator.

Aug 22, 2026

I Audited 41 Consultants' Spreadsheets. Professional Tax Prep Software Would've Saved $9,400 Each.

I reviewed 41 independent consultants' tax files and found $385K in preventable penalties. Here's why professional tax prep software beats a spreadsheet. (8 min read)

Aug 22, 2026

Financial Operations•6 min read

“Financial Operations”

The Bookkeeping Service Business Test 33 Of 42 Coaches Failed

I audited the bookkeeping service business behind 42 coaching practices this summer. 33 couldn't answer one question about their own program profit. Here's the test, and how to pass it.

Aug 21, 2026

I Tested 6 Tax Prep Software Picks a 12-Year Agent Used. One Found $9,800 the Rest Missed.

We ran one insurance agent's real commission data through 6 tax preparation software for professionals picks. Only one caught the $9,800 gap. 8 min read.

Aug 21, 2026

I Bought the Same Tax Professional Tax Software My CPA Uses. It Missed $11,400 in Commissions.

Real estate agents are searching for tax professional tax software hoping it finally shows what they kept. Here's why the software alone missed $11,400 for one agent.

Aug 20, 2026

I Tested 11 Tax Pro Software Options As A Freelancer. One Found $6,200 The Rest Missed.

I stress-tested 11 tax pro software platforms against a real freelance return this July. One caught a $6,200 deduction the others missed entirely. (7 min read)

Aug 20, 2026

I Googled "Small Business Tax Preparation Near Me" at Midnight. It Uncovered a $38,400 Mistake.

A founder's midnight search for small business tax preparation near me uncovered a $22,600 shortfall weeks before the deadline. Here's what she found instead.

Aug 19, 2026

I Found a $61,000 Tax Mistake in a Rookie's Contract. A CPA for S Corp Fixed It in One Meeting.

A rookie point guard almost lost $61,000 to a tax structure nobody explained. Here's what a CPA for S corp move actually changes for pro athletes. 8 min read.

Aug 19, 2026