If this does proceed to court, am I screwed? 

A few of the other top communities that you want to consider are Championsgate, Solterra, Windsor Island, Windsor Hills, Paradise Palms, Windsor at Westside, Storey Lake.

Either way, he knows how both city governments and the courts work.

Why Windsor?

It seems that you have a reason to evict them but its likely that you won't be able to get a court hearing until a few weeks out so sometime in mid Dec.  

This is basic case where bad sponsor doing high risk investment in bad times …I was one of the small investor for very large SF rental fund out of Florida but got litigated by SEC three years ago and handled by receivership court now.three years later we got at least out 80 percent money back LOLBtw , every new kid can make money in 2016, but if they can survive 2022 that’s your guy :)So don’t afraid to make lawsuit against these company …Carlos seems to be more experienced in this than me, so feel free to disregard my comment at your discretion.  

While we were in escrow, the title company discovered that the owner didn't disclose a second mortgage on the house to neither her agent nor the title company, her plan was trying to dismiss the foreclosure in court and hope this would go away before anyone would find out about it.

With e-filing systems in most county courts, you can DIY file and complete evictions relatively easily, especially if tenant doesn't show up.

Quote from @Craig Poindexter: I have been Cited and Fined by the Cleveland Municipal Housing Court. 

The main one is running your business well.In my experience better than 80% of lawsuits are settled out of court.