Hmm, maybe step back a little and re-arrange order of operations. I say:
1. get motorcycle endorsement
2. get in lots of parking-lot practice with scooter: tight-circles, figure-8s, fast braking, etc.
3. take your time and find good deal on bike. Mechanic's specials can be had for 1/4 to 1/5th of KBB prices
4. get ride to seller or take bus
5. ride bike back!
My first bike, I bought without ever having ridden street-bike before (learned on dirt-bikes). Just gotten my learner's-permit for auto. Bought bike, stalled and dropped it going up guy's super-steep driveway (street-bikes are #$@^
HEAVY). After I got out of driveway, it was piece of cake!