To me, having one mortgage payment for 2 - 4 houses (basically) always seemed interesting and like something that would give me more bang for my buck. 

Quote from @Clay Gross: I don't think it's worth it, I see a lot of goofballs with the peace sign on their hat and their car selfie profile pictures asking pretty basic questions in a lot of public fb ws groups. 

Our Florida mortgage practice was basically shut-down for 4 weeks due to Hurricanes Helene and Milton.

There’s always going to be some overlap—because at the end of the day, humans have basic needs.

I will assume somewhere in the lease it states that the tenant is responsible for a basic maintenance and upkeep of the property.

At a basic level there is no one set way to structure a partnership.

There is basically zero chance of that occurring.  

Security is too basic and important an issue for the technology to fail.

I'm tempted to do what many have said which is to just use a debit card, but I get 2% back on a CC, which is not insignificant when managing dozens of vendors, and I really hate to change a process that's working because the software I chose is lacking a basic feature.  

Your goal is to build a passive real estate portfolio (we can discuss what passive means to you), so while I don't condone throwing $100k into a deal without even a basic understanding, alternatively doing so will teach you far more lessons than reading a book will.