Okay, I'm looking to get a bike to commute (16 miles round trip) with and to have some fun with. I've had a few street bikes before:
CBR600F3
Road King
Buell X1
Plus a BUNCH of MX bikes over the years...
So a few months back, my Daughter is riding with me and asks "Daddy when are you going to get another Rumbly Motorcycle and take me to school on it!"

She'd heard stories from her much older big brother of Dad taking him to school on the Road King. Mom's on board because my daughter has opened the door for me! She is my girl! LOL!!!
I was looking at the Monsters, but realized I never really cared the riding position on the Buell.

I'm a dirt bike guy so the Hyper looks like "home" to me.

Bike will do some double duty for me, one of which is the occasional ride to school for my daughter. Now for that, I need a Backrest of some sort. I'm just not comfortable with her on there without a "backstop"! I've see the parcel shelf bolt on and the bag designed to go on that, anybody using it care to comment on it as a back rest while two up? Seat looks like two up should be fine, more room and padding than the average seat on a Crotch Rocket.
I'm 6'4" and 230 any other guys my size here - how's the "fit". I haven't had a chance to ride one, don't even know where I could get a test ride....
I'm looking in California for USED Hyper, likely stick with a 2008. I've been checking Craig's List but any leads on a clean bike priced right would be welcome. I'm getting some "pressure" to get a cruiser

, so I've got to buy it right so I can flip it if it doesn't work out.
So what should I watch out for when buying this model used? I did a search and found some comments but would like to know where the issues are.... I'm reading some stuff about front brakes grabbing, locking at low speed? Fuel tanks expanding and shearing off mounting tabs?
I'm in a remote part of the Cali Desert. I'm about an hour north of Willow Springs Race way. I WILL have to work on the bike myself. I've done lots of work on my dirt bikes, including 4 stroke top end rebuilds. How hard are these to maintain?
Thanks
Chris