Personal take 

I think it depends on what part of the adoption curve you think we're on. If it's still early days, I would move to the environment that more caters to your lifestyle as a bitcoiner 

If you think we're later in the adoption cycle, stay where you're at and help build a community 

Everything else you said I feel is completely legit with point of sale systems, etc. The system needs to evolve 

 We are so early. That's my problem. I can either help Alabama upgrade ( hard task). Or I can start migrating back home to Mexico where it is probably more well received/needed. 

 Personally I like the Mexico idea. I recently invested a chunk of my Capital into Mexico for the long-term. 

So with that being said, I would probably do the exact opposite because I'm always wrong 

Anyhow, good luck with your decision. You definitely have a hard decision to make because you have two really good choices. Good luck! 

 My family is in Mexico. I didn't really have a choice coming to the US. Long story short it was an ultimatum. But now I have to opportunity to go back home. Perhaps a slow burn phasing out my American lifestyle. I'll have to reassimilate and unlearn some things. 
Hope your venture is fruitful. Godspeed.