“You Hit the Jackpot—Now What?
“You Hit the Jackpot—Now What? The Truth About Gambling Winnings and Taxes”You won $10,000 at the casino.You cashed out $3,200 from a fantasy football league.You took home a car in…
Read more“Is Your Social Security Taxable? Here’s How to Know (And What to Do About It)”
You worked hard. You paid in. Now you’re collecting Social Security—and maybe wondering: “Do I owe tax on this?” The answer isn’t simple—but it is predictable.Unlike most government benefits, Social…
Read moreThe January Tax Reset: 5 Moves Every Small Business Owner Should Make Now
It’s January. Your 1099s are coming. Your last year’s tax return is done—but this year’s bill is already being written. The best time to lower your 2026 tax isn’t in…
Read moreWhy Partners Should Never Get a W-2
Why Partners Should Never Receive a W-2 (And What to Do Instead) If you’re a partner in a business—whether it’s a general partnership, limited partnership, or a multi-member LLC taxed…
Read moreThe #1 Mistake Small Businesses Make at Tax Time (And How to Avoid It)
You filed your return. You claimed your home office. You deducted mileage, software, and that client lunch.You even set aside money for taxes all year. So why did you still…
Read morePayroll Tax Deadlines Every Small Business Must Know in 2026
Don’t risk penalties—here’s your official IRS-aligned calendar If you have employees—even just one—you’re not just a business owner. You’re a tax collector for the U.S. Treasury. That means you’re legally…
Read more2026 Tax Deadlines You Can’t Afford to Miss
Official IRS Dates Every Self-Employed Person & Small Business Must Know You know April 15th.But did you know March 15th is the absolute deadline to elect S-Corp status for 2026…
Read moreHow to Organize Your Tax Documents Like a Pro (Before February Hits)
No shoeboxes. No panic. Just peace of mind. It’s January. The holidays are over. And somewhere in your house, a shoebox full of crumpled receipts is judging you. Sound familiar?…
Read moreNew Year, New Tax Strategy: Your 2026 Game Plan
Stop reacting to taxes. Start planning them. The champagne’s gone flat, the gym’s packed, and your inbox is already overflowing—but have you thought about your 2026 tax strategy? Most people…
Read moreYour Month-by-Month Guide to Smarter Taxes & Less Stress from Uncle Joe Tax Services – Because You’ve Got Better Things to Do Than Panic in April
Free Download: Your 2026 Tax Prep Checklist To help you stay on track, we’ve created a simple, printable 2026 Tax Strategy Checklist—with monthly action items, key deadlines, and deduction trackers.
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