If I was older with a shorter duration until monetization of assets some other technique would be called for.

(date the rate, marry the mortgage)TLDR: home 1: House on navigable water 2/3 acre. interest 2.75% @ $288k remaining... monthly payment: $1650/mo, rents: $3000/mo, net after expenses: $500/mo and goes up to $1000 after 5 years.home 2: 7% interest @ $550k in the school district we want and nicer home.I want to time the interest rates correctly so they don't go down and prices go up and we get priced out of the market.

Is this a passion project or do you plan on monetizing this somehow with larger educational programs?  

It's funny when people say $10k/mo isn't enough, but then they want to replace their W2 income which isn't even $10k/month.Most people here on BP would love $10k/mo net from their rentals; they'd quit their W2. 

I need help to find any organizations or non-profits that can monetize the $ 8,000 Tax Credit for a first-time home buyer.

If there is no way for you to monetize your contacts on social networking platforms or to market yourself then you need to mindful of the amount of time you invest.

The gross profit (rent minus PITI) from those 4 homes is 1900/mo.

So now I'm vetting STR PM companies in order to monetize this consistent opportunity. 

. $2,000/mo net cashflow. 

But it doesn't put cash in the seller's pocket.A Monetized Installment Sale solves all three problems.