I've tried several ways of handling this, but the most successful strategy I've found is to have the tenants submit a paint swatch, and once you've approved it, you can hire painters (or paint yourself) to paint it that color, while charging the tenants for time + material.

How would you more seasoned landlords handle this situation?

Or someone would need to negotiate with the lien holders to get a reduced payoff.If you want to offer the deal here you will need to post in the Marketplace.

He doesn't have unlimited money but he is willing to fund pretty much as many deals as I can handle at a time.

I would say you handled this extremely fair, if not a bit too generous.

In your opinion, how should this matter be handled?

Then if you want to slough the numbers with a justification of how house hacking reduces your monthly mortgage/rent, at least you're armed with the analysis for both scenarios, and can make a qualified decision.Roughly, $500k purchase with $4000 monthly gross rents doesn't hit the 1% rule of monthly gross rents being 1% of the purchase price.

Theirs lots of estate planning ways to reduce the amount of estate tax or inheritance, which would go hand in hand with an good AP Plan.

When he died he was too broke to afford a grave, so his friends paid out of pocket to bury him, having been born, having lived, having died in a miserable little backwater of an empire that touched three continents, a child of a people reduced to slavery to their overloads.

From there, I think you will have a pretty good idea of the percentage of work you and him will be doing on a consistent basis and it will make the discussion on how to split the deal a lot easier, and will reduce the chances of disagreement.Hope this helps, good luck!