Welcome @Tim W.. There are lots of great opportunities in the Midwest - I'm an investor-friendly agent and buy and hold investor in St Louis, MO. I'd second the recommendation to connect with local REIA as well as brokers in locations of interest. Personally, I like the opportunities for 2-4 plexes in St Louis, but some of my clients also look at the larger multis. We do have some great local RE groups, some of whom are active online if you'd like contact info.
I will say that commercial (5+ multis) are a very different world than residential (single or 2-4 plexes) when it comes to investing. Regardless of the type of investing you choose to try first, I'd recommend taking time to contact multiple agents and property managers in all locations of interest. Also, go out to visit your top locations. The cost of a plane ticket and hotel is a worthwhile investment, and far less expensive than a bad purchase. This is a great time to meet those agents in person and have them show you a few potential properties. There are things that you can really only understand when you see them for yourself. I send my out of state (or traveling) clients photos and video, but they always comment on how different it is in person.
There are so many different ways to invest in RE; I'd really recommend starting with one area and really getting to know it before digging into the next topic. When I have a new potential client I sit them down and spend an hour or two asking them questions e.g. What level of rehab are you comfortable taking on - even "turnkey" properties will have some deferred maintenance to address. What sort of renters are you hoping to attract e.g. turnover frequency can be impacted by unit as well as location. How do you define risk and what level of risk are you comfortable taking on- this varies a great deal from person to person in my experience. What do you consider a successful investment e.g. paying mortgage in an up and coming neighborhood with good appreciation potential, CAP rate, per door cash flow, etc.
The ones that can answer these questions and have an initial focus on the type of properties they want are the ones I find quickly building a portfolio. Their methods and criteria may change over time, but they are gaining a depth of knowledge which can be easily applied elsewhere. The ones who can't give a definite answer "it depends, that all sounds interesting, I don't want to limit my options, etc" are the ones that I find overwhelmed by choice and struggle to move from research to action, if they do at all.