I used to be a GC for some of the 3CDC jobs and OTRHC for the luxury condo rehabs plus many other projects.  

Luxury househacking.   

The Wisconsin market breaks up into a handful of areas: by far the largest is the Milwaukee metro area with a population of 1.6 million people, which in itself has about 20 sub markets and has probably the widest range of real estate prices from ultra low (out of state investor trap) to ultra luxury ($1M+, obviously not a rental market).Madison is many times smaller (270,000 people), the state capital and a college town.

Some luxury or high cost areas the rents don't keep pace with the prices and you will need larger down payment to cash flow.If you have funds in Canadian dollars they are calculated with the conversion of the day.

In my market, if a good deal presents itself, you usually don't have the luxury of time to wait on others' opinions."

Obviously lower tier markets will require more volume than higher luxury markets for both license to make good money.  

The market is so hot that we did not have the luxury of waiting till their home was under contract to move on the new home.

There's also a new 1 billion dollar development called The Exchange that will be a mixed use luxury space similar to North Hills. 

Our place is hardly luxury, but we are catering more to the river floating and hiking crowd, so it’s a little more “low end”, but we’ve not had any real complaints on stuff.  

I found the really luxury units less hot there but those probably won't be what your buying.