Aldi/Lidl will make sure that happens. They already buy directly from producers around the world (they are the biggest wine retailer in Germany and quite big in some other European countries) so they'll just use the same producers for their US business.
From experience Aldi is quite good when it comes to wine in the middle price segment. Often 20-30% cheaper than comparable wines in other stores.
Yeah, that might work. It appears to be very political/corrupt in Massachusetts at least. It doesn't really matter what liquor store you go to as prices are basically fixed here. They'd have to get the distributor license approved, and a separate retail license... and then (I think) a single company is allowed no more than 3 retail locations in the state.
Anyway, I agree there's a lot of bullshit that adds to the cost of alcohol, and does make it look ripe for disruption, but I suspect there'd also have to be a lobbying effort to get the laws changed on a state by state basis (for it to be scalable), and whoever was trying to get the laws changed would be facing the alcoholic beverage industry lobby, who are also a fairly powerful/entrenched group.