This is still a very tricky area for lenders as there are not many "industry-standard" tried and true rules - many DSCR Lenders and buyers of these loans are still wary of the SRO model - that being said, it is a lot easier and more flexible to underwrite on an acquisition if you are buying and the property could be utilized as a LTR / MTR or STR as that allows for a more tailored projection (as long as the property doesn't have unique or altered characteristics that would require it to be a SRO / MTR)

I have a property now, but have a unique situation.

The current asking price of $440K for the new listing seems it's a bit of a stretch.

That's where big empty fields are that are not always maintained, and some unique dry conditions. 

What most often happens is that investors don't like the lower cap rates that prime corners provide, so they stretch their risk parameters to include similar properties but in weaker markets to get them the extra 1-2% increase on the cap rate.

If I count the number of times a week I was over at that property and the hours (or hours at Home Depot buying supplies for rental), it will be a stretch to say I spent the same amount of hours +1 hour as my W2 job.There's a CPA firm that has a few good videos on REPS and they go into detail about tax court cases.

A hard money lender he can use.How would we go about describing this and how can we teach and help other investors know their “purchasing ability”(If possible) and be able to “stretch” it as much as possible to “expand their ability to buy” as much property as their “buying artillery” allows them too?

Hey Elton, Detroit is a unique beast for sure!

You can usually stretch it another 3-5 years with some selective repairs.

Avoid urban cities and target vacation destinations/national parks.A lot of successful people are keeping their hot markets on the down low.I would focus on an area that has demand and has a good outlook for continuing to increase demand, and then try to find good deals in that market and trying to create something very unique.