I am interested in some input from some of the Self-Directed IRA folks on an opportunity I may have.I currently own in my self-directed Roth IRA a free and clear triplex and an adjacent commercial lot well located on a street where a lot of re-development has been taking place and the local municipality has adopted ordinances favoring re-development.

Pay their price if it's fair and get them to provide financing terms in your favor.  

BUT time is not in my favor.

Augustine, FL is a top beach tourist area and favors STR.

I think the best advice to stack the deck in your favor is to invest only with syndicators that aren't on the precipice of "broke-ness." 

In the past I would save funds for down payment and structure a deal with the seller with seller favorable terms/conditions.

And smaller boutique firms often know the judges and court personnel more so than a large firm which can help expedite getting your case heard and having a favorable outcome.Good luck,Aaron

Looking back though, I didn't do him any favors by allowing him to continue to let his own personal finances get out of hand because of lack of prioritization on his part. 

It isn't about negotiating everything in my favor. 

The numbers always work.... but tenants and job circumstances, do not necessarily work in the landlord or owner's favor.