Blog

I Opened 47 Freelancers' 1099 Forms This Summer. 41 Made The Same Mistake.

I opened 47 freelancers' 1099 form filings this July. 41 made the same costly mistake. Here's what nobody explains about your 1099 form before April. 7 min read.

Aug 29, 2026

Creator Economy•5 min read

“Creator Economy”

The 5 Best Accounting Services for Content Creators (2026)

The five services creators actually choose between for content creator taxes in 2026, compared on pricing, creator specialization, tax filing, and S-corp support. A 6 minute read.

Aug 29, 2026

How Tax Write-Offs Work for Creators

How a content creator tax write off actually works and which tax deductions for influencers count: the 15.3 percent self-employment tax, quarterly estimates, and the 1099s TikTok, YouTube, and Instagram send the IRS.

Aug 29, 2026

Her Etsy Shop Made $118K. Taxes for Etsy Still Cost Her $13,900.

Taxes for Etsy aren't handled by Etsy. See how one seller's $118,000 year led to a $13,900 tax bill, and the quarterly system that fixed it before the next one arrived.

Aug 28, 2026

Tax Strategy•5 min read

I Reviewed 63 Freelancers' Write-Offs This July. Most Missed These 7 Self Employed Tax Deductible Items.

I reviewed 63 freelancers' expense reports this July and found the same self employed tax deductible items missing every time. Here's the fix. (7 min read)

Aug 28, 2026

“Accounting”

Accounting•6 min read

This Freelancer's $9,400 Tax Bill Exposed Why Self Employed Accounting Software Isn't Optional Anymore

A freelance copywriter's July beach trip turned into a $9,400 wake-up call. Here's why self employed accounting software matters more than a good CPA.

Aug 28, 2026

She Filed One Federal Tax Return and One State Tax Return. California Sent Her a $5,100 Bill Anyway.

Freelancers who move mid-year often think one federal tax return and state tax return covers them. One summer relocation proved that assumption costs real money.

Aug 28, 2026

I Audited 41 Founders' CPA and Taxes Setups. 33 Were One Bad Quarter From a Cash Crisis.

I audited 41 startup founders' CPA and taxes setups this summer. 33 had no idea what they actually owed until it was too late. 7 min read.

Aug 28, 2026

Tax Strategy•7 min read

7 Things Nobody Tells You About Service Taxes Until a $42,000 Bill Shows Up During Due Diligence

Service taxes are quietly bankrupting founders who never sold a product outside their home state. Here's what one term sheet nearly didn't survive. (7 min read)

Aug 28, 2026

Etsy Taxes Cost Her $9,400. She Never Should Have Owed It.

Etsy taxes caught a six-figure seller off guard until a books review found she'd overpaid $9,400. Here's exactly where the money leaked, and how to check your own before the next 1099-K.

Aug 27, 2026

We Reviewed One NFL Free Agent's Service Taxes. His Signing Bonus Cost Him $141,000.

Most athletes assume someone else is handling their service taxes. We reviewed one free agent's state filings and found a $141,000 mistake hiding inside his signing bonus.

Aug 27, 2026