That's basically why I'm considering this - I've done lots of random things over the years and it feels like I could probably put that experience to use for the greater good. I feel kind of arrogant saying it, but perhaps just the Brit in me that feels bad acknowledging any expertise in anything.It sounds like you have tons ofrelativerelevant experience.
Anyway, the logistical side of things requires work, but it's clear what needs to be done (tickets, venue, volunteers, etc..) - it's just a matter of organisation and endurance.
The intimidating part is what makes people show up and how to get the word out. It's why I'm so curious about different things that one could potentially include. Small groups for specific things can be reasonably relied on to show up, but beyond that there's the much larger group of potential attendees that might if there's sufficiently appealing stuff going on.
I'm initially interested in what appeals to different small groups (e.g. tournament players, competition painters, LARPers, boardgame enthusiasts, etc.) to build a core audience. Once that's been considered there's the much broader side of things - trying to turn "maybe" into "I'll be there". There's also an element of having USPs to shout about in advertising, and to a lesser extent to give the event some unique character of its own.
Last week I visited another, relatively local, gaming club that are holding a convention in December and they were a lovely lot. I'm looking forward to seeing how things go for them and will be dragging along a car load of people (and donating a load of minis to them).
Importantly, I suppose, I'm talking about this stuff broadly at the moment but the first attempt is unlikely to be anything super ambitious. However without a vision of what an event could one day be it's difficult to inspire people to be interested in helping bring it to life.