SQLA: 13.5 "Recent Documents"

It does not appear that 13.5 w/ SSMS 21 brings over "recent documents".

I would think that this might be a 32-bit vs 64-bit issue? Maybe the SQLLite (or whatever you use to store document history) is where the issue lay?

This stuff is stored in the History folder which isn't version specific.
Looking into that...

I thought at one point it got converted to a database, because I remember running into an unescaped apostrophe bug when that happened. It used to be stored in a folder, I do remember that.

Actually, could you please check if you got two saDocMng.* files in %APP_DATA%\Roaming\SQL Assistant\13.5 folder? If you don't, or they are small, please copy them from 13.0 folder

The 13.0 had a "saDocMng.db.bak" file, I copied that into the 13.5 folder and renamed the current .db to db- and renamed the .bak to .db (being careful it didn't end up .db.db), but that did not fix it. I closed SSMS before hand to avoid any file locking.

The saDocMng.db.bak was about 2MB and had a modified date from earlier this morning.

There was also a saDocMng.xml.bak, but I did not copy it as it had a last modified date from quite a bit back.

Update:
Bringing over the saDocMng.xml did not help.

saDocMng.db is the only one that matters, but there could be also and .log file for the same. 2MB is promising, it's a good sign there is something.
The .xml file is an artifact from some older version

Yeah unfortunately moving the .db.bak over and renaming it didn't help.

I'm off for a week, so I guess I'll try again the week after next.