I have the same problem, but the error appears intermittently.If I apply the sugesstion in the previous comment (deleting the SQLHistory.db file), I lose a lot of history. In my case, I had a 80MB SavedTabs.db file last modified on 30 September 2022 and a 200MB SqlHistory.db file last modified today. If I delete the SqlHistory.db and restart SSMS, the file SqlHistory.db is recreated using the data from SavedTabs.db, which is more than one month old.@redgate, please advise.
I found this link in another post for another issue, but the newest version fixed the above problem for me in SSMS 18.12.1https://download.red-gate.com/checkforupdates/SQLPrompt/SQLPrompt_10.13.0.31319.exe
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