If you keep buying then find a quality management company to take over the self management.  

We have 18 fortune 500 companies in the metro and the number 1 largest private company in the United States. 

Location: Midwest, mid-size town with a number big and small companies, hospital, heavy summer tourism.

If I were you, I would definitely switch to a company who can at least keep you in the loop. 

The studies being released show how different industries appear to be increasing their profits with hidden or bogus fees that can harm consumers and companies that have honest business practices. 

It sounds like you bring a ton of value to the platform given your past experience.As far as where to start, that is difficult to answer without knowing more about what you're looking to accomplish and how hands on/off you intend on being with your investments.Turn-key companies have tremendous appeal given the fact that they target below-market value properties, handle property management and project management.

For example Boxabl is a cool company, Worthy Bonds has been around a while, Phoenix Capital invests in gas (just to name a few).

Lots of the known companies such as CHUBB, Cincinnati and others are using their E&S companies that aren’t regulated but the state to offer coverages where they can.  

Is your "insurance guy" a captive agent (one company) or independent (able to shop around)?

I'm like @Craig De Borba, don't know about Phill Grove or his company, but a few years ago I went to a "seminar" from Than Merrill and it was the same thing...