I know they say that student loan debt is one of the worst debt to have.

I have been looking at multifamily properties in my area and when I run the numbers with the current rents, buying for a price 10-15% below what it's listed for, and being very conservative (assuming the worst) with my expense calculations, the CoC returns are still upwards of 15%.

Evicting him is the worst idea, because then you'll never recover the cost.

So let's play hypothetical worst case scenario here:Your put in $200,000 for renovations, plus 15 months of your time.  

All appraisals look great; all projections are optimistic; all “worst case scenarios” are NOT worse case; teams all have a hundred years of experience ( combined), all worked at successful other companies.

I understand the fix n flip strat is to find the worst house in the best neighborhood.

Neither of us have been to one of these before so we figured what’s the worst thing to happen?

He's going to go for it)3) As potential buyer, go AWOL.4) As seller, issue notice to perform and cancel contract5) Worst case scenario he comes through and sells your property for more than it's worth and you have a new listing agent.

If you're looking for somewhat of a city vibe, in Colorado, and want to still be relatively affordable, Colorado Springs ain't the worst place to be a first-time homebuyer. 

Most areas require some sort of license to do home improvement and you almost always need that license if you plan on advertising and performing services legally in your area.