Saw this posted in the paypal thread from a link. I'm convinced now sending to family and friends won't apply to the 1099-K, but I'm still keeping league funds in a savings account until time to pay winnings. I'll then transfer needed amount and send. This won't apply to 2022 winnings since I've already paid most. The rest I'll just send by check and go back to sending by PayPal 2023 and beyond.
How these new tax reporting changes may impact you when paying or accepting payments with PayPal and Venmo for goods and services
Recently, there have been some questions regarding changes to upcoming U.S. tax reporting requirements that could impact the information PayPal shares with the Internal Revenue Service (IRS) about transactions made using PayPal and Venmo for the sale of goods and services. While a lot of questions still need to be answered, and in some instances, legislation finalized and signed into law, we’ve answered some of the most pressing questions below – and we’ll be sure to keep this list updated as more details are finalized.
Q: Will I have to pay taxes when sending and receiving money on PayPal and Venmo - what exactly is changing?
To answer this, we need to break it into two specific areas which are currently being discussed by Congress. This includes lowering the reporting threshold for goods and services transactions on a 1099-K, as well as potential changes to how financial institutions report in-flows and out-flows of money on customers’ accounts. Here’s a quick summary of both:
1099-K Threshold Change:
This new Threshold Change is currently only for payments received for goods and services transactions, so this doesn’t include things like paying your family or friends back using PayPal or Venmo for dinner, gifts, shared trips, etc.