Court confirmation (In CA) is required when there is Limited Authority ~ Disputed estates or the PR (Personal Representative) cannot be bonded.

make sure you have cash reserves. as soon as you sign, you could give them a 60 day notice of rent increases. documentation of the owners lease agreements with each tenant & rental payment history. you could sign a 6 month lease with everyone to see how things go. licensed & bonded contractors, someone who can take accountability- you can send an email too if something goes wrong (the boss).

Ask em, if they did there stocks, bonds, mutual funds like good lil sheeple?

This is not going to be the most "ideal" scenario that you would prefer, but the alternative would be to go through the lengthy process in housing court which may not guarantee any solution. 

Right now he spends his weekends helping us renovate (our family has always bonded by working together).

We will likely split that between index funds, money market/savings, and short term bonds while being opportunistic in acquiring value add properties.

I learned to not have lengthy conversations with tenants (especially when talking about an issue).

After a lengthy zoom call, I can finally say that I felt heard and cared about by the company.

Learn about stocks and bonds and real estate from someone that is not out to sell you anything and not going to steer you in a particular out come. 

When you know you've made a new contact with good synergy, its not the worst thing to have a lengthy convo and limit time for more introductions.What I do to bypass small talk is ask - "how did you hear of this event?"