@James Charles - I agree with @Michelle Murray - exploring a short sale is the only way for this to really be a deal.

Some early explorer had a sense of humor.

-Incredible reputation with local investors, with lots of work done through referrals... and a reputation for integrity, tenacity, and professionalism.  

They also admittedly have approved similar claims in the past, so I have requested copies of all requests made over the four years the condo building has been in business (only 12 units, so it can't be too much).I won't really be able to get an appropriate estimate without ripping up the floor boards, so should I just choose a reputable contractor and then take them to small claims court?

I am looking for a reputable residential RE attorney in Michigan.  

There is some truth behind the numbers that needs to be addressed such as the fact that there were 31,000 service jobs added in Houston during 2015 while goods producing jobs declined by 20,000 with 7,600 of those being oil and gas exploration.  

A reputable public adjuster will work with you on a contingency basis either for a percentage of the entire claim (if they work with you from the beginning) or on an "over and above" basis if you hire them if you've received a substantial amount that is still too low. 

You'll likely have to work harder than some (to keep from being taken advantage of) until you've built your reputation, but you are in the right place.  

I don't have any reputable property managers yet.Matt

Invest in training from a reputable mentor.