Results for "1040-ES"

Taxes

I Owed the IRS $1,847 in Estimated Tax Penalties Last Year Because I Did Not Understand One Stupid Rule — Here Is the Exact Quarterly Payment Schedule Every Freelancer Needs for 2026

Let me tell you about the most expensive math mistake of my career. April 2025. I am sitting in Jennifer Kowalski's office — she is a CPA in Portland who char...

Taxes

The Small Web Just Got Big Enough for the IRS to Notice — Here Is Your Complete Tax Playbook for Solo Creator Income in 2026

My friend Greg runs a blog. Not a business blog. Not a monetized content empire. Just a blog. He writes about woodworking, posts maybe twice a month, and last y...