@Samuel Gebretnsae You have two choices. 1) Walk away and leave your money on the table. 2) Go ahead with the deal and take a leap of faith that the repair was done correctly.

There certainly may be some loss aversion that drove Tyler's choice.  

Once you start to find something wrong with almost every deal but finally find one that really makes sense, run it by your mentor to see if they agree it is a good deal.

@Luke H.Hi Luke,  As a private money lender myself I will focus on one element of your deal---5 years is a long time to be finally paid. 

It can be finalized any time before your tax deadline in April 2025.

This is a personal choice and depends largely on your risk tolerance level and the current demand for rentals in your area.Vehicle Repossessions: Having a vehicle repossessed is strong indication that a tenant cannot handle their money very well.

Or like some of the crowdfunders money flooded in and they made some pretty seriously poor lending choices and they themselves and their investors got wiped out.

Wife and I have finally agreed that it’s time to take action.

One final question about your strategy and I appreciate all of your information, why use a wrap mortgage?

It might also be unavoidable to live in a high cost of living area due to my career choices.