Monday, May 18, 2026
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The Weekly 1099

Tax tips, gig-economy news, and money tools for freelancers and 1099 contractors — every week, free.

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What's inside every issue

Tax Tips & Deadlines

Quarterly reminders, deduction spotlights, and IRS updates that affect gig workers and freelancers.

Gig Economy News

The week's most important stories affecting 1099 workers — platform changes, legislation, and rulings.

Tools & Guides

New calculators, checklists, and in-depth guides published that week — straight to your inbox.

Recent Issues

A sample of what subscribers receive each week.

May 18
Most freelancers and 1099 contractors claim fewer than half of the deductions they are legally entitled to. We walked through every legitimate write-off available to the self-employed in 2026.
May 16
DoorDash withholds nothing. Here is exactly what Dashers need to know to stay on the right side of the IRS.
May 16
Free vs paid which actually delivers value for freelancers? We compare features, pricing, and what each does best.
May 15
Professional indemnity insurance covers your legal fees even on groundless claims. What it costs, who needs it, what it covers.
May 14
No employer plan, no problem. Here are your real options in 2026 and the 100% premium tax deduction most freelancers do not claim.