After years of focusing on my career and building financial stability, I’m ready to dive into real estate investing and start creating passive income and long-term wealth.My short-term goal is to purchase my first duplex or single family rental. 

Your financial background is a huge asset, and it’s great that you’re starting locally in Milwaukee while keeping an eye on future expansion.If you’re looking to connect with like-minded investors, the Rental Property Association of Wisconsin is a fantastic resource for networking with rental portfolio owners, accessing legal resources, and finding contractors. https://www.aasew.org/For mentors, funding sources, and flippers, the Milwaukee REIA is another great group to explore. https://www.milwaukeereia.com/I’m a member of both and find unique value in each—maybe we’ll cross paths at a future meeting!

& how you become financially free is by letting whoever your renting to (I'm guessing that was a step also?)

Congrats on this investment @Kai'ler Sato ! 

hey David,As a broker, I have several options if you're looking to only touch the equity in a second position lien on investment property. 

I'm thinking about investing into section 8  housing in STL and I'm new to this game.

It might be worth calling to see if it's a good fit for your investment goals.

What financial targets do you have?  

Quote from @Tom Server: I beg to differ @Nathan Gesner, about the financially disciplined.

It is definitely a bit more tricky on an investment property, but it can for sure be done.What area of Chicago is the property in?