Hmm, well, I did figure out how to get OpenVPN to work (I did a hard reset) and despite a few hiccups that occur in the first 10-15 seconds, it works great.
Indeed Orb 2.0 is greatly improved over the first version than Orb. Both Orb 2.0 via PIE or Pocket Music have their ups and downs, but with this, I can easily jump through to the song I want. It is at least twice as fast to start playing music (not including loading up mycast.orb.com and then logging in) since there is no need to login with the Pocket Music version.
schettj - I may still look into running pocket putty, but for now I am quite pleased with OpenVPN.
Overall, I'd say that to me for jumping around the music I have in Orb, this is quite a bit faster.