It might cooldown the price of houses, but why would it have an effect on boosting rental rates? 

These are just some ideas - moral of the story, though: don't discount your skills - bring them to the table and fill in the gaps with other people (you'll fill in THEIR gaps).Good luck!

I've lost some money in the past when the deal did not close...But as Sam says - yes, the float to get things off the ground is personal money.This is one area where there is a fair amount of moral hazard.

I am very well versed in the "Moral outrage and righteous indignation" arguments and know full well they carry zero weight in a court of law. 

VRBO has little power boost things you can use on the unbooked days. 

Currently I'm on a year 2 of 6 to boost my savings rate, currently before taxes rate of 13%.

“The assumption that’s built into [section 8] is that the people who need these deep subsidies have somehow a moral failing that makes them incapable of affording the housing.

It's certainly hard to argue the safety of investing debt free, but a small amount of "good debt" in order to boost profit is also hard to argue with.

How much would that amenity let you boost the rent?

This is the one profession, that as long as you stick to your morals and don't break the law.