I have been reading up on all the requirements and plan on being super cautious in investments while avoiding self dealing and working with disqualified individuals.

If you choose to self manage you are going to add even more work to your agenda. 

Your CPA should be able to guide you how to categorize all your expenses so that you can do it correctly yourself.https://www.irs.gov/businesses/small-businesses-self-employed/tangible-property-final-regulations#:~:text=The%20de%20minimis%20safe%20harbor%20election%20eliminates%20the%20burden%20of,is%20properly%20deductible%20or%20capitalizable.

I consider the business form of LLC vs Self-Employed to do rental business.

To be honest, I just don't love being a self-managed landlord, and if I hired a property management company, that would make me even more negative cash-flow.

Self storage  did a deal for him were I gap funded it buyer needed to close in 3 days there is 400k in equity I  put up 75k to close the deal and we get 100k back when it sold no matter what its sold for plus cash flow..

So we went into the commercial space and pivoted to self-storage.

A lot of STR investors self manage due to the tech available today.

2) You are a control freak and won't let your PMC do their job- Can't help you3) You don't really have a PMC and are self-managing, yet don't know what you're doing- There are inconsistencies in your postings that make this a possibilityFor #2 & #3 above, use this:https://www.legislature.mi.gov/Publications/tenantlandlord.p...

Most investors are singularly focused on preparation for when the claim or liability arises but cannot articulate the risks they are protecting against and believe the strategies of convoluted LLC's are the best line of defense.