I guess I was hallucinating those 20something hipsters I saw at the exam session this morning. What did the cute music school student do when she found out she passed her General Class (2nd level of 3) exam? She jumped on her cellphone and started gushing about how cool it was. Neither she nor her boyfriend fit the stereotype. In fact, only a very small percentage of the folks there today did.
The problem with "marketing" this "hobby" is that it's not entirely a hobby. It's actually considered a "service" by the FCC and the folks involved are supposed to provide a service to the community in times of need. There's no desire on anybody's part to have a large community of newbies who aren't interested in the service side or at least not the folks who'd turn radio into another "Intarweb". This isn't golf, you screw up here and you could injure or kill yourself, or incur fines, or lose your license. The FCC doesn't just regulate TV and broadcast radio...
While biking, I gave the satphone thing some thought. Even if it can provide worldwide, non-terrestrial-infrastructure comms support 24/7, it's going to be awhile before it becomes universal to the point that it negates any need for amateur radio. I imagine the phones are going to be expensive and hard to find. There's always the cost of the service as well.
Also, there's more to amateur radio besides "radio". A large portion of the test material and "hobby" itself is electronics, engineering, etc. The FCC designed the service/hobby to encourage the creation of skilled and experienced engineers. In fact, that's what draws me to it. I could care less about random chit chat, but I love the opportunities to modify my equipment, build new devices, etc. Back to the satphone example, your satphone's battery is dead, the powergrid is down, and there's no generator in sight. What do you do? Part of the knowledge base related to amateur radio includes alternative power systems and battery power (including various methods of charging those batteries). One of the questions on my exam today concerned the use of solar panels to charge batteries. Some of the others in the pool include wind power, and many aspects of power systems.
Anyway, based on what I've seen since I got involved with Amateur Radio last summer, we don't need marketing types, we need dedicated folks. No need for an iHam anytime soon...
Chris