So the question comes down to if they did file, or are they just bluffing.If it where me, I could gamble and file a UD.

It's mostly gambling but that's the Vegas way ;) If you have an excess of capital and need to stick it somewhere then Vegas is probably a good place for that. 

That is a lot of gambling imo

It’s a gamble still.

Michael is correct too, freelancers can be a gamble depending on how much time you have to put into them.

It was a gamble I was willing to take to get these houses that came with tenants for a low price.

So, I can eat negative CF and gamble on raising rents, and appreciation without repairs due to being a new build and warrantied for at least the first year. 

With our anti-landlord laws its a huge gamble.

If you are looking for a real gamble (these days) with the upside to win big then maybe the south/southeast.It is all about what you are looking to get out of it and starting moving in that direction.Good luck!

I see how people willingfully have decided to purchase a negative cash flow for income tax bracket reduction and/or a gamble on appreciation - these should be the only exceptions...Curious if you have closed the deal @Matt Messer ?!?