Try Kalitta Charters or Ameristar Jet
Try Kalitta Charters or Ameristar Jet Charter at the YIP airport. They need experienced pilots bad. They fly freight in Falcon 20s and Lear 24s. I know for a fact that both companys will be hiring very soon. They both require about 1500TT and 500 Multi minimum. Both are on demand 135 freight, so they're difficult jobs, but they teach you how to fly really well all over the continent in all types of weather and upgrade is usually quick if you can fly well. Ameristar pays better, but they require a contract.
Only problem with Kalitta is that they don't really allow movement from the charter side to the B747 and 727 side right now.
If you need any more info, leave your email address and I'll tell you what I can.