Pretty much my entire book is coming loose down at the bottom. I've not had it that long and otherwise it's in good condition so I am a bit disappointed. Then again, it was quite cheap (with shipping) and it is a paperback. Might be something to look into if Vincent does another edition or something?

I don't think it says in the book that a hit on a Acting Under Fire roll means you get away scott free and Inflicting Harm (as established) is a totally valid MC move, just like Telling Possible Consequences And Asking is.

In the whole "being chased over the rooftop" scenario as a Hard Choice I would say:

"You're coming up on the end of these rooftops. In front of you is a big gap, but on the building at the other end there is a fire escape you could throw yourself into. You would take some damage, but no way Big Bubba is going to be able to follow you. What do you do?"

The character takes some harm but gets away (succeeds in his roll).

A problem I have been having is that when MC'ing a game with a Driver is that the solution to a lot of conflicts becomes "drive away from there" which can invalidate a lot of setup from the MC and the play other characters have been doing. I know there's no such thing as status quo in Apocalypse World, but depending on the unity of your group you might end up with having to scrap a lot of the setting every session. Creating PC-NPC-PC triangles with non-mobile NPC's can be a pain in the ass too.

The solution I have come up with to these problems is unfortunately to limit the player characters, and the driver in particular:

Make the Driver Dependant on a key place or NPC for fuel.
Cut the character off: Stranded on an island, in a canyon or in an area surrounded by acid maelstrom winds.

I've given the characters a mission escorting a caravan, and therefor making some NPC's mobile and close to the characters. It will probably be a lot of fun, but I can't help thinking that the Driver is a bit inflexible to begin with.

I used to GM Call of Cthulhu and prep was such a huge bother in that game. Playing Apocalypse World is such a weight of my shoulders. You can do a Apocalypse World session without prep by following the 1st session recommendations. It will be slightly more laid back, but it works.

The class is a bit at odds with the whole "characters are the embodiment of badass archetypes" thing. I can't really see me going "Fuck yeah, you slaved the fuck out that thing" or "Awesome, that is so slave!"
Playing as the underdog certainly is original, but I'm not sure if the game is designed for it. The MC generally plays the underdogs. Tell us how it works out!

I finished my first session an hour ago and I felt like I made some blunders as well. The pressure to "bring it" had me escalating situations as soon as they got established and the "shifting unstable landscape" I was supposed to build in this session collapsed. The players literally left a smoldering city behind them and all but one named NPC was shot dead.
 
The player characters are a savvyhead, angel, driver and a gunlugger so the gathering point is the modified london-style doubledecker they nicked from a museum. The savvyhead and the medic each have their workspaces in the second story of the bus. My players are not very experienced (neither am I) so I think they felt like having something to tie them together might be a good thing. I wonder how that shit will work out if the driver opts to just leave them somewhere :P

I had some trouble getting the characters to interact with each other. I felt like I was announcing future badness and jumping out with named NPCs all the time just to keep the dreaded silence at bay. I chalk this up to my inexperience and nervousness, but it did not leave much time for filling out that 1st session sheet.

Ill dial things back the next session. Take it slow and see if I can't get some more fluid scenes with more than one person interacting at a time. Building meaningful relationship triangles when the player characters are always on the move seems challenging though. Any suggestions?