I also liked that they are US based as I had issues with my bank with the Finland based Hostaway.Finally, I highly recommend PriceLabs.

@Robert MedinaI agree with @JD Martin that you’re in a strong position with $600/month cash flow and a solid equity base.

No. 99.967% of the time it will be a big fat "no".So to everyone debating the effectiveness of a software, you need to realize what the scope of the software is.Software will return DATA, based on your filtering.

I am only familiar with the contract in my state but items seller agrees to do based on inspection findings are their responsibility unless spelled out differently.  

My endgame is to end up with $300k/yr in post-mortgage income in 20 years based on investments I make now followed by continued investments over the next 10-15 years own.

Quote from @Dean Harris: @Mike SferaThis is a great question and one I get from our client base often here in Memphis, TN.

Ownership and profit-sharing can be split based on contributions, with you possibly earning equity through sweat equity.

Is it based on town zoning?

As already mentioned, he wouldn't be able to use rent from roommates to help qualify but based on the numbers you shared there should be a VA option available considering how much flexibility there is. 

Wanted to introduce myself.