I am a get rich slow type of guy and dont gamble unless it's expendable money.

Betting on an increasing market to make it work is just gambling.

If the later, seems like it makes notes much more of a gamble, since you don't really know what exit options are on or off the table.

I agree with the no to the boat and while I am usually fine with tenants finding significant others and moving them in (as long as the occupancy numbers are safe), this one sounds like a gambling debt coming in hot after a night in Vegas.

Property seizure is a good way to gamble with loosing your rental to pay a judgment.Failure to comply with the eviction statutes will, at some point, cost you big time. 

I see these deals come across from time to time, they get snatched up by a cash buyer who likes to gamble.

Proposed government regulations, renters not needing to pay rent, uncontrolled inflation.

A gamble, given it was a guess the house would appraise for what we expected.When we originally discussed this with our agent and mentor, these are the numbers we presented.

(Kind of a gamble in case it took months)

The parcel was super cheap and I bought it on a gamble without much due diligence.