I'm doing two things in Indianapolis – organizing regular meetups and organizing visits by Christopher.
For regular meetups, there can be a lot of variety in why you decide to get together and how much the store supports it. At Comic Carnival, Tim wants to have a Sentinels Game Day. He is the 'game guy' at a comic store and is motivated to increase the game business. A super hero game fits great. It's not clear to me how excited he will be about Greater Than Games' next game, if it doesn't involve something related to comics. At Arsenal, they make their profit mostly from food sales (as Jeff pointed out), so anything that brings people into the store is good. Bill at Arsenal was also mentioning possibilities like offering discounts on Sentinels merch on Sentinels meetup days, but those are in the early idea stage.
Magic and D&D are both games that tend to lead to ongoing purchases, so it makes sense for a store to cultivate a group of players, because there will always be more things for them to buy. It's not clear to me that Sentinels falls into that category. What probably makes more sense for a game store is to have a general boardgame meetup where players will see a variety of games and then want to buy one of them.
So, does it make sense for a store to support a Sentinels game day? Maybe. Depends on the store. The other question, though, is does it make sense for you to organize a meetup, and, if so, to have that meetup be at a game store. Your goal might be to get together with people you already know and the game store might be centrally located or just a really cool place to hang out. Or your goal might be to meet other people who enjoy the game and provide a welcoming place where potential new players can enjoy the awesome.
To summarize:
Stores: Might be excited to push any gaming or to sell food. If not, probably a hard sell. Might be passive supporters (allowing you to play in their space) or active (publicizing and/or providing incentives.
Meetups: Could be private (just your friends), in which case you'd only do it at the store if it was convenient or cool, or could be public, in which case the aim is meet others who like the game and/or help expand the community of players.
All of that discusses organizing meetups at games stores. But what about getting Christopher to come out to your store/area? That's a negotiation with Christopher, of course, but let me comment on both why he might want to do it and how you might make it more likely that he'd be willing. Christopher is interested in expanding the number of people who get to enjoy his games. They are his babies, he is proud of them and he (rightly so, I think) believes that it is generally a good thing for more people to enjoy them. Sure, sales are important to enabling him to keep doing what he loves, but the driving factors are (A) Expanding the number of people who know about the game, and (B) Getting people even more excited about the game (in part so that they'll tell others about it).
So, Christopher is more likely to show up at events where:
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More people will be in attendance – lots of people at the same event/store (GenCon) or lots of events in the same trip (Indianapolis' eight events)
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It's inexpensive to attend in terms of both time and money – Christopher can drive to it, has a free place to stay, etc.
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It's going to be easy and fun – you're doing all of the organizational work and Christopher just has to show up; you are a trustworthy, dependal, pleasant person who's not going to ask all sorts of annoying questions or otherwise be antisocial.
That was fun to write down. If anyone's thinking of organizing something, I'd love to hear about it.