This is a super boring, super amazing solving-people’s-problems path! 

Quote from @Brad Tooley: Hello, I' m looking to start a career in real estate investing and want to find a job that will teach me a lot about the industry while also paying well so I can start saving for down payments and all the expenses that come with my investments.

However, if you may experience more appreciation in the home compared to a 4-plex.

Are you taking it online as a self study, or are you in a class with a teacher?

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!

We have a single-family residence we own and have lived in for a number of years.

Those were in 2017.

Hello, I'm a new investor in the area.

You clearly have factored this in already.

Working this backwards, what I see is a 3rd party trying to benefit from another’s house via rental cashflow, My only business is 30+ years as probate estate and trust lending in CA.