@Adam Gerstmeier Congrats on taking the first step to making this a reality, and posting on here to start the most important step for yourself; building a network. What a time to begin. I'll tell you from experience, remain patient. Most MFH deals are done off market these days. Anything that hits the MLS doesn't make too much, especially pre 1960 build. When someone has to factor in management with the high debt service, MKE has quickly escalated to a 5 CAP, no cash flow market.
While you may stumble across one that shows promise, there's a lot of other feet clunking together to create a bidding war on the same deal! Finding a network of people who work off market deals, or partnering with others to put up cash offers will be the name of the game for 4 unit or higher assets. My focus with clients is MFH and few and far between have hit MLS in MKE that isn't in a super rough area or needs more capital than one may care to apply. Sweat equity in these types of properties will be your key to success. I've found success in the Cudahy and West Allis markets for MFH. I've also enjoyed great returns and findings outside of MKE county; Sheboygan County and the Fox Valley.
Some other food for thought, the shortage of supply is nation wide. I listened to a great podcast today put on by Walker Dunlop who hosted Diana Olick and Ivy Zelman. They spoke of the MFH market, SFH and SFH Rental market, interest rates, and supply. Lots of discussion on the shortage, and how the amount of capital going into SFH developments by 2022 & 2023 will finally make a dent in the supply issue. Although a shortage will still be prevalent, lots of great discussion was had on how this benefits the SFH rental market. Those who can't buy a house or afford it will adjust and rent. Does that not speak BRRRR opportunity or what?!
Be adaptive, network hard, work with multiple people, and consider strong investing partnerships. I myself am looking to do this more than ever moving forward, with a pipe dream of purchasing plots of land with enough walkability to build small SFH developments or a package of 2-4 unit assets and sell/manage. Best of luck on your journey, and reach out if you'd like to connect more!