The midi issue is likely not drivers, maybe the circuit board has an issue(but as you said, its easy to use another midi interface). Midi always worked fine for me on the 002, and on my current 003, but I also use a MOTU Fastlane USB 2x2. As for upgrade options, PT10 works great and has several nice features over the old LE version. Plus, if you can find it, 10HD software will also work, and give you all features of the CPTK2(running 10HD with my 003 now). Can't make any promises with PT11, but since 9 and up allow you to use almost any interface(from any company) including the onboard audio of your Mac, upgrading seems a no-brainer