Not exactly sure about the legal details, but initial overview of the system seems to suggest this kills quite a few birds with one stone.  

Birds of a feather flock together!

Partnering with a wholesaler sounds fine, but check the real estate licensing laws in your state before bringing a buyer for a commission.You might consider getting your real estate agent's license and legitimately earn what your skills, drive, and experience truly command. exactly wholesaling or bird dogging is not a life time or long time occupation  RE sales can be lifetime and if your any good at it at about year 10 you should be getting all your sales from referrals and such.

Birds of a feather flock together!

As well as other discounting styles (Airbnb has early bird discounting and some others).Also, consider loosing cancellation policy.Good luck!

Bird in hand is better than 2 in the bush, especially when the two in the bush do not have the money.we are seeing a lot of companies now try and get seller financing and then arbitrage it to renters - similar to STR arbitrage but just arbitrage it with a loan and collect the rent and if the tenant stops paying they walk away and you are stuck with the home, the foreclosure and the subsequent eviction.

This would allow us to have a clear bird-eye view of the various data in order to analyze and take decisions Second Point:I would prefer to manage it internally for confidentiality purposes.

It kills many birds with one stone.

You can also add other discounts (like length of stay or early bird/last minute) which I do believe give your listing a boost.As for pricing software, I would caution against it for one property and when you are new.  

Depends who you ask and how secure you feel about your income On the one hand being debt free is great, but leverage allows us to build our wealth quicker.RE investors are notorious for being cash poor, so I would avoid thatIf youre able to comfortably save 100k a year and have enough reserves, I think buying leveraged properties is the best way to scale.You could kill two birds with one stone theoreticallyThey say paying an extra month a year towards principal saves you 7 years on a 30 year fixed mortgageUsing that logic you can add 2+ months a year on your primary, and buy 1 property a year and keep enough reserves.