@Monica Lee - we transitioned to 75% upfront because when we did 50% (more standard) we realized that HomeRoom was fronting money for a portion of repairs and labor on behalf of the owners. 

A friend of mine, Ryan, who invests heavily in Baltimore, realized his interest costs were eating into his cash flow.

I've realized that and want/need to make a change.

Quote from @John Clark: Quote from @James Hamling: "You do realize this is "Big Government" your talking about here."

A smaller paid off portfolio seemed a lot easier to manage so that is the path I was on.. but I've come to the realization if I ever want to accumulate serious wealth I will have to use leverage and scale big. 

I realize that direct bookings don’t have the protection or support (should something come up) that these platforms provide. 

However, once I transitioned into single-family homes, I realized that the cash flow difference wasn’t as significant, but the management became simpler.

It is a good idea to start planning early (realizing goals change over time) and being honest with what you and your wife want.

I'm a 20x AirBnb superhost who realized I have more productive uses of my time than hosting directly.

Yes, I realize it was the first time, that is why I would cover the cost in an effort to be a good landlord and not discourage my tenants from reporting future issues.