Find a mentor. 

Second, its complicated and you should get a mentor to make sure you don't accidentally screw it up and possibly get sued. 

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However, I would like to hang my license with a broker who can teach and mentor me.

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!

I couldn't attend, but figured it'd be similar to the last listening session.

Quote from @Trevor McCormick: Hi All, looking for some advise or mentoring on purchasing a short term rental property in Kissimmee Florida.1)Is it still a good investment with the current prices?

Whether you spend time networking, reading books, watching videos or connecting on bigger pockets or if you spend cash hiring a mentor, maybe partnering up with or doing free intern work for a real estate investor; whichever route you decide to go investing in yourself is one of the best investments you can make. 

Having a mentor was part of the $35k we paid.

I have a mentor i've been shadowing for about a year now as well.