Bike guy wrote:
... I started getting weird messages about running out of disk space, email app would not work.
Finally everything just slowed down to a crawl...
I have older versions of ON1...
I certainly feel your pain. But is Catalina the culprit?
I have just experienced the same sudden out of disk space that you describe. Out of the blue.
Whereas I normally have about a third of my 1 TB drive free, I suddenly had only about 40 GB free. Moreover, document files which normally resided on my computer, had been automatically deleted and copies stored in iCloud.
I first tried deleting files from my disk. Curiously, any free disk space created, slowly disappeared.
I have not upgraded to Catalina. So what had changed to create my problem? In retrospect, I think it was my installation of On1 Photo RAW 2020, and my having recently set Time Machine to back up automatically.
I used a free app OmniDisk Sweeper to help identify what was taking up so much disk space.
I found that On1 creates huge application support files if you let On1 create Catalogued Folders. Mine were 100-150 Gb in size. I already had ON1 2019, and had just added On1 2020. Since each version created separate huge support files, that accounted for a lot of disk real estate.
So I deleted On1 2019 completely, and deleted the Catalogued File in On1 2020.
This created free disk space, which mysteriously slowly disappeared.
Even though System Info said I now had ~400GB free, Disk Manager reported the disk was still nearly full.
And I got an "insufficient disk space" error message trying to download a 100 GB file from the cloud, even though System Info said I had 400 GB free.
So what was taking up disk space? And consuming free disk space almost as quickly as it was freed up?
Further research suggested Time Machine snapshots (partial back-ups), which I suspect are hidden files.
Apparently if Time Machine is set to back up automatically, it can create multiple snapshots during the day, eating up hard drive free space, even though a back up is not actually started.
Using the technique described here:
https://www.macworld.com/article/3260635/how-to-delete-time-machine-snapshots-on-your-mac.htmlI was able to delete Time Machine snapshots, and suddenly I had 300GB free space again.
So rather than repeatedly reinstalling MacOs, perhaps you could research your drive, found out what is taking up all your space, and solve your problem.
Best of luck!