Well, I will email my clients in Chicago area to find out if more are interested.
Than Bob can think about what he may want to offer.
And once something like a training day is offered, we may see others from farer away may come due to the training.
The ideal restaurant would offer good food for affordable prices, allow us to reserve a table, not be too noisy, have split pay, easy to reach location, free parking, maybe a subway station (for people from Chicago), may not ask us to leave after two hours or have a bar to continue.
This could be simply a hotel restaurant as those meet some of the criteria and allow people to stay there the night.