Originally Posted by TeamSasquatch

You could fly for a 135 King Air/99/1900 outfit for a bit. Become an instructor pilot and then move into some more advanced stuff that way. You might find it rewarding to give instruction in an operation that has bigger planes. Very similar to GA CFI, but with a little bit of boost to the resume just Incase. I bet you could get to this role in 6 months or less if you explained your goals to the boss.