Milwaukee was fun but the level of good players was significantly lower then dreamers. I could write more about this but that is simply the truth.
I would agree that Milwaukee is further back on the curve as far as play level among the population of participants of T1 events compared to Dreamers or Chicago - primarily due to a lack of T1 events in the area.
IMO, Milwaukee is currently experiencing a renaissance of T1 popularity. Outside of our once-a-year dose that we'd get from GenCon when it was still held here, I'd be hard-pressed to recall the last T1 tournament that I attended where there was more than a handful of competitive players.
In contrast, Dreamers and several sites in Chicago have kept T1 alive this whole time. If any lull existed, it wasn't as severe as what has hit the Milwaukee T1 scene.
My hope is that with continued T1 tournaments, especially proxy events, T1's popularity will snowball here. Getting guys (and gals would be welcomed too) to come down from MN and up from Chicago helps breathe life into our metagame and makes for better competition. Convincing talented T2 and extended players that also frequent stores here will also help.
In summary, I think Milwaukee is headed in the right direction. The Game Universe hosting T1 tournaments is helping. Competitive players from outside Milwaukee coming and showing their support is helping. I think that the formation of a team or teams in Milwaukee would also be a healthy step - encouraging both playtesting and learning.