So far as the GenCon bit goes, check these out:GenCon Registration Tips
Not so important at the moment, but these tips will be key next year.Tips On Herding Cats (or How I Organize My Annual GenCon Trip)
This one is especially important for a group our size. Gencon’s VIG Program – The Way You Should Do Gencon – Plus Interview With VIG Director, Rachel Araucto
Maybe not something for our first year going, but VIG badge(s) and VIG Companion badges might make the trip easier. It's something to look into. (More info here
.)From Con to Con: I Was a GenCon Virgin
The GenCon experience - kind of like a travel blog, what it was like for a first-timer.
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I love Gnome Stew