Even if they do not, it’s not your legal responsibility.Long version: It actually depends on your method of payment, and it’s not always clear.Credit card payments: clearly not you problem, no 1099s needed.Zelle payments: you DO need to send 1099s for Zelle payments.PayPal, Venmo and Cash App payments: this is where it gets tricky.

Super. 601, 604 (App.

When he became the first relief pitcher in MLB to sign a $100k contract and asked what he was going to do with all that money (this was 1968) he said “ 90% I’m going to spend on wild women, Irish whiskey and good times; the other 10% I’m just going to throw away”.  

Use an app like DealMachine or Propstream.

You can take pictures of receipts and log in to the app or work on the desktop.

You don't have to buy one, you can install an app on your phone that will accomplish the same thing.

I did try to set up a property management software for collections but as I live in a rural area received a TON of pushback from my tenants about sending money over an App they were not familiar with.

The app is user-friendly and integrates with popular CRMs, making it ideal for both beginners and experienced investors.

Can you share whick app you chose to use in the end?

Karl's Mortgage Calculator - This is a downloadable app for your phone.