To me, there's something way less painful about losing $1M in 3 years on a bad investment risk......than a slow death on a $75K out of state rental.  

You need to find their biggest pain point.  

Its two blocks from a great University.

If he just needs a few nights in a cheap motel or some hired moving help or.... figure out what his stumbling block is and see if you are willing to solve it. 

Income from my side businessto pay the bills while I engage in Wholesaling, Flipping (where it makes sense), and BRRRRing, to build assets and a steady income for my family.My PAIN POINTThe most important thing I hope to get help with is for someone to work with me on creating a plan where I can 1.

For instance, I flipped 2 houses in a small 10 block radius last year.

It's a pain, but you're probably not going to be able to convince them to stay.

There is a not for profit thrift store with trucks two blocks away.

We now expect the property to appraise at the higher-end of the range based on a recent sale two blocks away with similar finishes and only 1.5 as opposed to 2 bathrooms.  

Block wall, Tough Shed, additional parking in front, new air cond, installed a Master Cool.