I recommend asking about how important a role his bizdev played in prep for launching the site as well as signing on partners thereafter. The amount of hustle it took to get us in the door with OTAs/airlines at first is not something I see in many of my startups.
Heh. I did none of the bizdev, which really made the difference with getting hipmunk off the ground (and is a unique startup proposition). If you wanna know about my marketing/PR brandbuilding, just watch my class on Making Something People Love: http://generalassemb.ly/start/fundamentals-of-entrepreneursh...
Emmett Shear of Twitch just suggested the same thing. Thanks Alexis. I think I'll make this the focus of the interview, and ask the other questions posted here towards the end of the conversation.
It's exciting, though, because hipmunk's story shows that even more resistant industries are capable of being "hipmunked" by tenacious, smart recent-college-grads with no industry connections.