The goal is for you and your agent to get the adjuster and the contractor to sign off on a "statement of loss / scope of work" that they can both agree to. 

It's paid off.

and the goal of a house hack is not to 'cash flow' - it's to replace your rent payment with a mortgage payment and build equity.with that said - lots of investors buy off market and not on.

What exactly is "off market"?

That lines up with some properties I've been watching in the $400k range that had to cut $40k or more off list to get under contract. 

I think you should threaten to work with a public adjuster but save the 10% they charge off the top until you actually need it.

So, the PMC is making a decent amount off their hidden markup!

I am hoping to at least start that process and hope that if/when I find someone to share my life with and have kids (God willing) that I will be able to pass off the knowledge and legacy to them and hope that they will continue to make it grow. 

Not living off their portfolio.

I think first off what kind of money is involved here..  1 acre prime commercial worth 500k or 1 acre of high AZ desert worth 10k..