OctoPrint wont connect

I have an Ender 3 S1 running OctoPrint through a Raspberry Pi 4. Recently, I received an alert that my Python was going to be out of date and that i needed to upgrade. The next day, my printer wouldn't connect. Saying " No more candidates to test, and no working port/baudrate combination detected"

So i followed the instructions to upgrade.
-Created a back up
-Flashed new SD card
-Installed new SD card
-Went through the set up process
-Restored backup

The same issue continued.

So i decided to start fresh. No back up, just fresh install.

Issue continued.

I'm at a loss. So far it's been down for 4 days and I'm losing $400-500 a day. I'm worried OctoPrint fried my printer.