Who will do a CE-500 type for 9 grand???

CE-500 is a great type to have because it covers so many airframes; the CE-525S is also a good one to get as it covers CJ/1/1+/2/2+/3 (maybe CJ4, Cessna & FAA dunno yet) and the last production airplane taking the CE-500 type (Encore+) will be phased out when the CJ4 starts to be delivered.

LR-JET covers -20 and -30 series Lears which are legacy airframes with the exception of the LR31A; the LR45 might be a better type to have going into the future as it covers the LR40/45 and 40/45XR.

Even with a type rating, it is often difficult to get contract work on an airplane you have no experience in...especially in this market. Yes there are stories of people getting $1500/day for their GLEX or G450 types, but not a whole lot of that is going on today and NBAA Airmail is full of highly experienced Gulfstream/Falcon/Global pilots looking for contract work.

Good luck!