A friend of mine works part time as an instructor at orlando HD. he's not a HD guy but says they offer a good program. Agree that letting him pick out the bike is best,but you cant go wrong with a Kawasaki EX 500. As far as gear,he'll need a good full face helmet,a good armored jacket and a good set of gloves as a minimum. Any over the ankle work boot will do if he already has some....good leather work gloves will also do. Florida's pretty warm so an armored mesh jacket with a removable liner would do for a start.Thanks so much for all of the help. I know I want him to pick out his own bike, I just want to know more about them and know where I should start looking so I can have an idea about what to expect and what type of gear he will need. Also, I was going to sign him up for the safety courses, so if anyone knows a good place for those in the Orlando area, that would help. Thanks for all of the recommendations!