The gamble is that the outcome hinges upon the courts discretion and it’s rare to see specific performance unless buyer can demonstrate that monetary damages aren’t enough to make them whole.

This is my gamble.

Until you get better clarity on those answers, you are more likely gambling instead of investing.

So in reality you are ALWAYS gambling in the stock market, yes, even with those big names that seem inconceivable to every drop and ESPECIALLY with those because most are so shocked and in disbelief when it occurs that it's only realized after your left with pennies on the dollar because you waited out a recovery that was never coming. 3rd: MATH and leverage.     

These are very risk gambles that should only be attempted with money you don't really care about.  

I understand being in high cost market and it being difficult to buy but the "cash flow on paper" inexpensive markets is a gamble.

2024 v 2025 is a gamble.

It is very much case-by-case and requires understanding of the current tax regime for personal itemized deductions, as well as gambling on the proposed changes to this regime by the next administration.

Cashflow is guaranteed, Appreciation is gambling, blah blah blah.

@LaTonya Clark “One  can’t tell but I do know part of me is willing to take a chance”…You make it sound as if real estate investing is no different than gambling….