@FreightDogs can answer all of your questions. Send him a PM.
I'll just answer this here for the benefit of any curious minds: here is the link for the lazy:
http://www.airlinepilotcentral.com/airlines/cargo/ameriflight
1) Yes, the pay scale is up to date. I don't see the new retention plan on there, however, nor is Allegiant's jump agreement. For the 99, the plan is worth up to $10,000, subject to some restrictions and requirements.
2) Yes, there is a one-year training contract for the 99 at $5,000.
3) The aircraft departs in the morning and lays over in an outstation, then returns to the base in the evening. Pretty standard schedule. Sometimes multiple legs before returning to the base.
4) Vacation accrual starts at 3-month anniversary. Up to one week in your first year. Two weeks beyond your first.
5) We're actually pretty well-staffed at SJU on the 99. I had one in class last month, and one more additional pilot going into class in June.
Please feel free to contact me if you have any more questions:
sgadd@ameriflight.com
EDIT: For the record, the RJ looked pretty good from my window!