I've kicked the tires on a mid term rental in Champaign-Urbana, IL.

Some house hackers are okay with breaking even in the short term but the plan is to make some improvements to the property to get some cash flow in the long run.

How do you analyze a property for a medium term rental?

Specific term structures would be great.

Please share your thoughts:What are some of the most favorable terms you’ve negotiated with private lenders? 

Mainly because I "assumed" how long could utilities such as water ,trash and electric really get backed up without getting shut off.

@Bradley Hendrix, You can allocate the proceeds any way you want, as long as you purchase at least as much as you sell for, and use all of the proceeds in the 1031 exchange.You could sell the apartment and purchase Two SFHs with a 1031 exchange. purchase one for cash and the second with debt.

As of right now, I wanted to see if there is any duplexes under $250k and to possibly Long Distance Invest for now prior to moving in. 

I wanted to share some exciting news here at BiggerPockets as we have launched a new downloadable spreadsheet for analyzing short-term rental deals.Once you pull in some numbers from a STR data source like AirDNA, Rabbu, Mashvisor, etc., you should be able to see if a deal pencils out for you.

I contacted the city and they are telling me it's "been too long" since they plastered the wall on their side (2018) so it's basically not their problem.