I think I have moved all my banking history from RMR Bank on my psion 5 to Quicken on my Mac.
Plus points
typing on a full sized keyboard.
being able to download stock quotes
I won’t loose everything if the psion dies
Reconciling is easier.
Can track investments easily

Bad points
Can’t schedule a transaction in an investment account
Can’t reconcile a loan acount
Doesn’t handle accounts in pounds sterling (everything is listed in dollars 🙂
Doesn’t handle purchases in a foreign currency like pounds sterling
Doesn’t download quotes for UK stocks

Thats all I can think of at the moment