This has been attempted a few times over the past year in San Antonio....The Tycoon Flats location seems to have stopped being a thing? I honestly think the thing that's missing right now is not desire from individuals, its really an individual who's willing to act in an ambassador/activator capacity to make it happen, spread the word to all members in the area, and get it going.
If you look at other regions with successful gtg's going, someone or even a couple of people are filling this role. This is not just inviting a few people to come. There's more involved. You almost have to look at it from a marketing/advertising perspective. Got to get the word out to a bunch of folks, in order to generate a solid handful of people who are invested and interested. Then you got to make it easy for the other people to just show up. This is one of those roles/jobs that's sort of thankless, often more time consuming than one would expect, and not something you just do every now and then. I do similar things in my profession often, there's actual work involved.
I'm not really pointing this at anybody, these are just my observations. I don't have the time or commitment capacity to do that myself, although I'd be interested in being an "invested member" if someone else did it. I would suggest, I think a great location/time for this would be San Antonio cars and coffee meetup. It's once a month on the second Saturday of every month, in the Oak Hills Church parking lot, just north of 1604 on IH-10. There's already a meetup going, venue is figured out and coordinated, there's even coffee and donuts already. I've been once, there's a huge toyota group, although most of them are more the "broverlander" or shiny Sema builds rather than the purpose built rigs OB normally runs. It would be easy to coordinate a group of us and grab one of the back corners of the parking lot. This is about as close to a no-energy required, already coordinated "event in a box" as we could ever get.
@Hybrid_Offroad and I have even discussed this a couple of times.
If anybody is super interested in assuming the "activator" role for this, I'd totally be available for help and suggestions to get it going. I just don't have the time to do it myself.
Edit: for context, this isn't a new thing I'm making up here. OB has a leadership structure in place that totally acknowledges what I just said. One of the main roles of a Regional Ambassador is equipping local people to get more local gatherings like this going. I don't believe the Regional Ambassadors do that themselves, they're more in a position where they find multiple people to do this on a more local scale, and they provide support and resources. I believe
@Ryan Matthes is our regional ambassador. Also, see this thread for some more discussion on coordinating meetups.
https://www.overlandbound.com/forums/threads/sw-region-meet-up-planning-consolidated-thread.6783/