Again, knowing nothing about this particular company, my bet is that type of company will require money up front just to consider whether they can help you out.  

Also if he hasn’t yet you should try to get him to read Rich Dad Poor Dad.

Flatline population growth is a sign of a poorly managed state and large or soon to be large, government debts (e.g., Illinois).

Their clear incentive is to bet on falling interest rates between now and debt maturity.A small handful of owners are forced to sell due to a looming balloon payment that a refi won't cover, but you're not going to find one of those by driving the market when any commercial broker can just look up properties on that basis and start making calls. 

It appears he had done poor underwriting.  

If they are poorly qualified, let them know now that they don't meet requirements. 

The best deals I find are usually due to agent negligence of the area and a very poor listing presentation.

Your best bet would be to find a portfolio lender whose niche aligns with your investment strategy.

Also, I noticed his office has poor controls over sensitive data.

Any other sympathy is unfortunately just Poor Business Practice.