+1 to all of this. I was also in this space ~5 years ago and faced all of the same pain points. We installed hardware (simple iBeacons) in restaurants/bars and had an online portal for them to enter drink specials. About 1/3 of our customers required weekly assistance with one or both of these.

We did find that lots of businesses had a set budget for experimental expenditure like this so starting off with a 3 month (quarterly recurring) subscription worked pretty well. They were willing to spend upfront to try it out and several months were enough time to determine if it had any impact on their revenue.

Good luck!