@Matt Weddon - make sure all reasoning & communication around the rejection stays clear of all federal AND state protected classes under Fair Housing.

Many Realtors will suggest purchasing a property using a FHA Loan, to reduce your out of pocket money.

During the peak season you have to make your money when the slow season is so much less.I do have events where the prices are expected to be high due to supply and demand.I do see some of the dynamic pricing days as being rediculous and your going to miss out on the early bookers looking for a fair price.

That would be a helpful addition to your plan as you would further reduce your cost of living.Also don’t forget from that $600 you are planning on getting in cash flow you have taxes, insurance, maintenance, capex, and vacancy to consider.With two homes, you may want to keep that extra $20k as an emergency fund rather than spending it on a third property and then be left with no emergency funds.

I do a lot of searching through the MLS and county records, and come across these fairly often, but am curious as to who/what they are.

Increase your earnings, reduce expenses, save up, and invest.

What process reduces the payoff by 12 years?  

If you PM me I can get you in touch with a processing company with fair rates.

You start with a purchase and sale agreement and reduce everything to writing.

Many PMs ask for this in their agreements to reduce their own liability exposure.