I have managed STRs for 10 years in Los Angeles, so I understand the business and operations.

From my understanding, if you list the properties under a legal business and sell the business itself the ownership of the account isn't getting moved.

These days too many people have too little coverage in case of a rebuild so you do want to make sure you understand the true cost of a total loss.

RE is a lot more active and involved, even if you hire a PM and a GC which BTW eats up your returns.

Yes you can get in without "military" involvement. 

While the traditional approach involves buying a multi family property, living in one unit and renting out the other - with rising prices and interest rates; others have considered renting out bedrooms as unit spaces. 

I’m in Ohio and I understand this fully.

I have gone to numerous RE meetups and discussed numerous ADU appraisals and was heavily involved analyzing one (that gave a value of ~$50k for a ~400’ garage conversion 1/1.  

At best, wholesaling may require that you obtain a minimal understanding and experience in these three “foundations”.Look, I wish you luck in your endeavor, and I sincerely hope you end up in the 1% that find wholesaling  to be a profitable business.  

It can be done but each situation is specific and would be underwritten to see the risk and what the exit strategy is. thats the key with shorter term loans - understanding what the borrowers exit is.