When pulling the credit report one of the individuals has a high debt to equity ratio (50 %) My fear is what if this High DTI and credit usuage could result in one of the parties defaulting on future rent.

They snuck under the rules by claiming that private individuals had the right to offer other private individuals the service.So again, how do these cities get away with regulating people's abilities to rent their homes on a short term basis? 

If you want to be mentored your best bet is to go work for a company - most CRE is not a single individual and CRE is fast moving and things happen fast and you can't structure a "follow me to learn" without working for someone 

Or do you know of any groups or individuals working in this space?

Paid a top local esigner to come have a look and all she did was insult our cute little place that was doing just fine.....But I think where a designer could add value is by suggesting unique areas, like game rooms, coffee bars, outdoor BBQ/play areas, and stuff like that. 

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!

Looking to add some unique features as well, but some of the draws would be a hottub and stocked pond to fish from.

However, there's an obvious loophole to the claim because if you buy a house for 999K and then the value goes over 1 million then technically you're one of the 90% that just became a millionaire through real estate :) REIT investing is a much less active way of investing into the 11 major real estate sub-sectors, in the US we have 274 listed REITs on the major exchanges of NYSE and NASDAQ, and about 75-80 of them are not equity REITs but rather mortgage REITs, which I like to park cash in when 10yr yields are trending down to give me capital appreciation plus 14-15% dividend yields. check out alreits | Global REIT Researchto do more thorough individual research.

In an LLC, individually, layers of LLC’s - a WY LLC owning a PA LLC etc.

Today, I seek out like-minded individuals who share my values, focused on long-term success and making a meaningful impact.What sets me apart is my dedication to creating real-world, tech-driven solutions that improve efficiency while benefiting both investors and the communities we serve.