Real estate helped me reach my simple goal: create cash flow for today and secure a comfortable retirement for later.

However, excessive shifting could indicate that the opener isn’t secured tightly or aligned correctly.

He's on SSDI (Social Security Disability Income) at just under $1,500 a month and he wants to do some wholesales to make some extra income.Lets say he does a deal or multiple deals and makes any assignment fee on it/them and the profit exceeds 1.5k which is higher than his disability per month.

More secure and stable than an STR (also less competition) but you aren't in the red like you'd be with an LTR. 

You know your goal isn't to leave the 9-to-5, you have a great job with good scale and security.

Do you have a way to secure more off-market deals? 

The court would typically write down the secured note amount to no higher than the appraised value, with the balance of the amount owed being placed in the unsecured creditor status.  

Ask him what makes him feel more secure in the deal?

You would need to file a proof of claim for the monies owed and hope you secured it by a deed of trust.

Worth its weight in gold.