The reason investors bid on HOA liens is simple.....it's a straight calculation/gamble on how much rent they can collect before the bank takes the property back in foreclosure, versed how much they bid.

@Todd Dexheimer how much was your all-in gamble in 2008, if you don't mind my asking?

That said, you're looking at massive amounts of debt (gambling, reckless spending, etc) for a situation to get that extreme where administrative separation is on the table, not missing a few months of rent.  

The words that you are using in your post imply a certain level of gamble.  

I bought a house once that sat on the market for 400 days as a foreclosure because it stunk so bad of cat piss that no one wanted to take a gamble on it.

And of course some deeper pockets because they usually are not a cash flow play.I closed one 2 months ago I put in 21k and made 85k profit in 18 months... better than any cash flow rental by a long shot  LOL.. but I can park 21k and not worry about making money on it monthly and it could have taken 5 years as well.. big gamble big pay days  ...

This sounds like gambling instead of investing.

I've decided to let things play out, BUT I realize I'm taking a gamble......Just looking for ideas on what you folks do...Thanks!

Nobody would ever pay their taxes in that circumstance, gambling that other people will fix it up for them, basically for free.

Level of education on the latter will make or break that gamble.