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Venmo, PayPal, Stripe, ACH, checks… 1099 confusion is real. In this session, we break down what’s really reportable so you can decide in minutes — not hours. If you’ve ever second-guessed whether a payment belongs on a 1099-NEC, 1099-MISC, or 1099-K, you’re not alone. In this walkthrough, we cover: • A simple framework to determine reportability • Why payment methods cause the most mistakes • How to avoid double reporting issues • Real-world examples: Venmo, PayPal, Stripe, Melio, and Bill.com Chapters are included so you can jump straight to the payment method that’s tripping you up. 00:00 Why 1099s Feel So Confusing 02:10 The “Decide in Minutes” Framework 06:45 The Biggest 1099 Mistakes We See 10:30 Payment Methods That Change Everything 14:20 Venmo, PayPal, Stripe: What Actually Goes Where 19:10 Melio: Credit Card In, ACH or Check Out 24:30 Bill.com: When It’s 1099 vs 1099-K 30:10 Real-World Scenarios (Rapid Fire) 38:20 Final Takeaways + Decision Tree Resources: • Download the 1099 Decision Tree: https://1099problems.io/resources/decision... • Explore the Matrix / Tools: https://1099problems.io/. (Create free account first) Disclaimer: This content is for educational purposes only and does not constitute tax advice. Consult your own tax professional regarding your specific situation.