You’re in: 🧑💼 Businesses & Gigs
Everything you never thought you’d read about 🧑💼 Businesses & Gigs, but here you are.
Don’t Let Taxes Kill Your Brand
🧑💼 Businesses & Gigs
📅
November 20, 2025
TaxStache Team
It takes years to build a brand. It takes one envelope from the IRS to make it feel like it could vanish overnight.
Profit Motive: How to Convince the IRS Your Side Gig Is a Real Job
🧑💼 Businesses & Gigs
📅
November 20, 2025
TaxStache Team
You've done it. You've turned your passion into a side hustle. Now it's time to convince the IRS you're legit. Learn what you need to know about the distinction between a business and a hobby.
“I’ll Just Work from the Beach,” and Other Fun Tax Fantasies
🧑💼 Businesses & Gigs
📅
November 19, 2025
TaxStache Team
Tax agencies don't care about where your company's fancy headquarters are. They care about where your feet are planted while you're typing away at your laptop, otherwise known as the "tax nexus."
What Uber and Lyft Don’t Tell You About Your Taxes
🧑💼 Businesses & Gigs
📅
November 16, 2025
TaxStache Team
When you sign up to drive, they sell you the dream: Be your own boss. Set your own hours. Earn great money. What you don't get is the much needed financial memo. This is that memo.
1099K Rules Roll Back: What Gig Workers Need to Know in 2025
🧑💼 Businesses & Gigs
📅
November 8, 2025
TaxStache Team
Just when you were getting used to the idea of receiving a Form 1099-K for any side gig that earned you more than $600, Uncle Sam hit the brakes. After rolling out the new rule, the IRS effectively said, "Scratch that, reverse it," and pushed the reporting threshold back to where it was.
Sole Prop, LLC or S-Corp? Choosing Your Structure (Without Losing Your Mind)
🧑💼 Businesses & Gigs
📅
October 31, 2025
TaxStache Team
So, your side hustle is making actual money. More than just "buy a fancy coffee" money — we're talking "this could actually be a thing" money. Congratulations! Now comes the fun part: explaining to the government how you’re doing it. The IRS gives you options.
The Home Office Deduction: A User’s Guide to Claiming Your Spare Room
🧑💼 Businesses & Gigs
📅
October 6, 2025
TaxStache Team
The home office deduction is the IRS's complicated nod to the fact that part of your home is now a place of business. But this deduction has some very specific rules you should be aware of.