We are seeking to establish an estate plan to transfer these mortgages to Trusts without forfeiting tax benefits or triggering due on sale clauses.

We were talked into paying in full (we know we know!)

I'm giving my 2 cents here as a former Cooperate manufacturing Project manager gone Property Manager:I think the pay structure you have currently is an awesome start! 

Often, these insurance companies are able to pay a higher rate and desire a nice property to ensure they keep their customer happy as they go through an extensive claim.

I would like to see about putting a tiny home on the 2 acre property and selling it to pay off the mortgage on my main property.

I have over 100K in debt and will be focusing on wholesaling & flipping to pay it off.

States with landlord friendly laws, low property taxes, job and population growth, and low insurance premiums are all good places.

.- While self-managing either type of property is possible, if you hire out property management you'll pay a higher percentage for a skilled MTR manager than for someone to manage your Section 8 property.- While MTRs can be any size property, the bedroom/bathroom count is really important, especially with larger properties.

Both Prosper and Lending Club offer loans big enough to cover your 50% down payment.Something I would never recommend to most people, but as a last resort -- if you absolutely knew you COULD pay it off any time you wanted, you could put the down payment or at least a big chunk of it on a credit card and float it between 0% balance transfer offers until you get it paid off.

In its best year, 2023 it cash flowed $3,000 a month before increase in property tax and utilities have squandered it down to maybe $1,500.