- lack / loss of functionality- i.e. no dynamic stays, no set long term stays settings showing in AirBnb      - severe data errors- i.e. numbers not adding up and showing up in the wrong place.  3. 

Think why an owner would bother dealing with someone to collect 11% when they could put it in the bank and get 10% that is insured by the government in your hypothetical situation. 

Plus it then allows me to raise the rent whenever I want, if I want, which is useful for either collecting more money from tenants who become a PITA or getting them to go voluntarily. 

Also, to collect rent, I've been using Rentler and Venmo and that's been working out too.

I think that's basically what the 3 of yall are collectively saying....

I've learned a ton from her posts here on BP and have called her to pick her brain on market rents in specific areas I'm not as familiar with and have limited MLS rental data in Orlando.

Your contractor is correct, however you should still collect a W-9 from him that indicates his full legal name and S-Corp status along with the signature for your records. 

My poor credit and collections account are a huge roadblock when it comes to the funding part of my journey.What I'm hoping for is someone who walked my path and found success.

If they dont have a practice or policy in place for your secure data then I recommend using somebody else.

A better way with single family homes is to buy them and then become a "lease option" owner who does financing to good people that have not qualified with a Bank and do not know about the alternatives and they will usually take better care of the home because they think they will own some day, collect a larger non-refundable deposit, the monthly spread between your payment and the rent during that period, and then make money on the sale option.  9 times out of 10 they usually do not purchase the home but you can do it again.