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.  

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).

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

Andrew and his company are incredibly UNPROFESSIONAL and I would recommend STAYING AWAY from him and his company. 

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...

2) How do we prospect for another local PM company and offer to buy them out?

I'm starting to think we are in over our heads, so I reached out to a local, trusted property management company through a friend of mine.

2) Is there any company which can work with me to doing the BRRRR for me?

Check out companies like Prypco for those opportunities.Finding a mentor is also a smart move!