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.

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

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.

When you are paying for a service and the expectations are not being upheld, that is most definitely a reason for expressing concerns.If you read my previous posts, I never said anyone was a “liar.”

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.

Once you find a house that you believe would be a good rental, meaning desirable to your target market of customers (people within a couple of mile radius of the place), and all of the costs of monthly ownership that you can accurately project fall below the rental amounts that you project that you can get from your target customers, then you have a possible business asset that you can use to produce income, and have renters pay down the mortgage, while hopefully it goes up in value at least with the rest of the economy. 

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

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.