It isn't as complex as it looks. The complexity is in having to rename directories as a result of the timestamp facility but Red-Gate have that down as a thing to be fixed.

The main thing is to start attaching MS_Description properties to your objects. I am probably committing an unmentionable sin by mentioning that there are other database documentation tools out there and they all use the MS_Description property.

Once the MS_Description properties are set they are there for all time and are backed up with the database so you don't have to worry about losing them.