@Logan HartleI have done a couple like this and as Greg said the hard part is guessing what your future tenant will need. (# and size of offices, bathrooms,doors, windows, floor drains, lights, truck docks).If you make an educated guess you will likely still be tearing out or changing brand new walls and concrete, but if you leave it incomplete it is harder to rent.Plan on some extra expense for those tenant improvements.

For older demographics, consider the availability of medical centers, entertainment, and restaurants.Buildings/Permits: Assess the city's growth compared to previous years.Determine if the city can accommodate future supply.Government Regulations: Examine the city's efforts and the type of businesses they are targeting.

I'm concerned now and for the future loosely sharing plans that have costed me and my partners a good amount of money.  

I don't think that can count as income, nor do I think future income from roommates will count.

But a lease would prove that at the end of the tenancy you expected her to return the premises as rented and I would add a line in that says if the trailer is ever abandoned or if she fails to remove it on the last day of tenancy it shall be considered an abandoned vehicle subject to disposal by Landlord.Does your insurance company know its there?

Any longer than that and I'll be hesitant to do this in the future. 

My point is that observing the 2008 GFC it seems like interest rates are a leading indicator for future delinquencies, and that delinquencies tend to lag by about 2 years.Should we expect something similar to happen again in the current market?

BTW expect the rates of these from banks etc to be somewhere between 9-12% at a min - which in most cases does not provide enough juice from the squeeze. 

I'd like to rehab his and keep him as a tenant.I purchased PRO as a commitment to my future in real estate. 

I expect that one would need lots of things moving in the same direction (network, SEC docs, platform) to raise that kind of money.