So far switching from CF2018 to CF2021 in CommandBox on my dev machine was pretty painless. Upgrade of testing server went fairly smoothly too - with the exception of an issue with all of my SQL Server datasources in CFAdmin. I had to add the connection string

AuthenticationMethod=Type2

to all of them so that it could properly connect using the ColdFusion service's AD credentials. Otherwise threw Kerberos errors - which is weird, as my SQL Server appears to have Kerberos correctly enabled/configured.

Carl this is good for our team to note. @saghosh could we look into this issue and potentially add a note in the docs related to it?