If he works outs well, perhaps move to paying per task/job.I would make sure to have an independent contractors agreement (ICA) signed, ensure that he has insurance (at least liability) and get him to sign lien waivers upon payment.If he doesn't have workers comp insurance (and you don't want to get it to cover him), I wouldn't let him do anything that is "high risk"...

Key word personal guarantee ( personal liabilities for the debt ).

@Neil Haven a four unit property will qualify for many commercial programs, which may be the way to go.With a commercial policy, you may have more flexibility with choosing the building limit and can pick and choose which coverage's you want.I would suggest calling a local Independent agent. 

We are just wondering, again since this the 2nd time that someone limited the time to 3 hours, if it was just the inspector we want to use and our own expectations that are in the way.

But would obviously need a partner because I know my limits.

I also knew that his work was limited because most side roads were posted (heavy vehicles not permitted due to frost heaves, etc.).

Currently living in New Orleans as an engineer, but don't see myself here long term as there are limited opportunities here in my industry. 

But, we may wait until actual closing, I think doing work on a sellers house before closing may not be the best idea for liability reasons.

And I am ok with her “limitations.”

That will tell you what your tax liability would be if you don't do the 1031.