So, to answer your question there is certainly a case  for both sides and the correct answer is really unknowable.

With any kind of lease violation, the severity of the issue, documentation, objective criteria for correcting the issue etc all play into whether an eviction will succeed.Given that, for any lease violation, beyond what you have already done which is great!

I am attached to this career path as it is something I can do remotely.

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 recommend continuing to learn pros and cons of each and determine which paths (I pluralize it as you should diversify even across real estate).

Asking in the correct forum will get a better response.Need a spreadsheet or form?

It sounds like you did the correct thing in contacting Airbnb.

@Toby FellowsYou are correct, you need to ‘hang’ your license under a broker in order to practice real estate, and most brokerages require you to become a member of the National Association of Realtors as well.While you are preparing and taking your courses, contact several brokers and interview them to find out who might be a good fit.

I'm not the greatest storyteller, but it seemed like i was taken advantage of, and i'm at a point in my life right now where i'm clueless and i'm not even sure if Real Estate is the right path for me anymore...

Things like this are why it's important to work with a professional who is well versed in real estate taxation because the "common/simple" strategies taught frequently like BRRR or house hacking actually get fairly complicated when it comes to handling it correctly.