If he’s in danger of losing the house I want to approach him and propose a win win strategy where I help him financially, and I end up with the house free and clear, or with him as a tenant, and me and the owner in the long run.

At that point, I feel like I could potentially LOSE money on a monthly basis.

That will be the difference between break even (or lose money) and cash flow.I think the real sticking point is going to be the return on the $70k.

A $100 increase can shock a lot of people and may cause you to lose the tenant.

With my buyers agent we offered a low offer of $515k (because we had nothing to lose) and after some back and forth we got it for $525k and no inspection (risky but we knew the house was a guy job).

Good luck, you'll lose - Even with the sesquipedalian words (bonus for using tortious).Other guy got a signed contract and you didn't.BTW - Tortious interference how does that even apply? 

When there is a market correction, condos and townhouses typically lose their value faster than SFH.

Originally posted by @Bob Lett:@John Underwood interesting viewpoint as there are Ebs and flows in the market and that’s why capx and having reserves is important for situations like this.If it were to happen I would have a discussion with the tenant how they would lose their government assistance if they don't pay their portion of the rent.Also there are people on the section 8 waiting list so I would next file an eviction.

How can I protect myself from losing lifetime savings if something horrible happens?

How can you lose?