Recovered files in my trash can...

Hi Imagine,

Thanks for stopping by the Apple Support Communities. We understand your concern with the Recovered Files folder showing up in your Trash every time you start up your Mac, and we'd like to clear things up.

The answer to your question, and more can be found in the following link:

If the Trash contains folders of recovered files on Mac

Cheers!

Hey Imagine,

That's a good question. You are trying to find out which application is crashing, and creating those files.

Here's how to find out:

Launch macOS Console utility then click on the Logs button in the toolbar. From the list on the left, locate the CrashReporter folders. In these folders are logs for every application on your Mac that has ever crashed.

Find the log file with the name of your problem program and select it. The output you’ll see here is too technical for most people but you’ll find a clue to the cause of the crash.

Please check this out:

Console User Guide

If you have any questions, please contact Apple for further assistance.

Contact Apple Support 

Kind regards. 

Hey Imagine,

We understand that the issue with recovered files keeps appearing in the trash after trying the provided steps, and we'd be happy to help.

If the Recovered Files folder keeps appearing in the trash when you restart your system, it is likely applications are quitting unexpectedly when they are being closed for shutdown. Sometimes this can happen after a system upgrade or other system configuration change.

Hope this helps. Kind regards.