I'd say the storeroom session we heard but didn't see answers that question. Erin could be throwing the games, or playing half-heartedly, but I get the sense that:
1. Erin's very competitive, and the watch didn't change that; and
2. They were probably playing for equivalent stakes. So, in spite of her programming, Erin has tremendous incentive to win. This means that Adrian is probably a pretty good pool player.
I still don't know where exactly they're shooting except that it seems to be a bar, and none of the places we've been so far seems like a pool table sort of place.
Jacqui and Miri seem to be at the coffee shop where Raven works. I think I recognize the view from that booth window from Erin and Adrian's conversation about music early in the comic. This could mean that Raven is waiting on the feuding mother and daughter. It would be interesting to see how Raven and Miri react to one another.
As far as there being a "race to the courthouse" on the restraining order--that doesn't seem like a game Jacqui would engage in. I can see her getting an order against her ex and having it maybe extend to her daughter, but absent actual mutual physical abuse, I think it very unlikely that Jacqui, her ex, and their daughter would get concurrent restraining orders against each other. The way the conversation went, it seemed that Miri/Pearl got the restraining order (probably her father's idea) and Jacqui has to abide by it.