From what I've heard, there is a known issue with the oil cooler that makes most people hesitant to track them until Ford addresses the issue officially, though apparently they're working on a fix.
I absolutely thrashed the GT350 and it was a blast, definitely didn't get boring.
Buy used...
Have you had a chance to drive a GT350?
Did 25 laps at AMP in a GT350, felt well balanced, nimble, overall pretty solid.
If you can, try and get some seat time in a GT350, it might help you make your mind up.
I have a 3 ton Craftsman jack that works very well. Its old, but no complaints.
Recently picked up a low profile floor jack from Harbor Freight, a little under $100 (probably the same one as ashchuckton) and for the money I have no complaints. A few full pumps and it'll have one side of the car...