I received 6 proposals for the work and originally had 10 companies looking at the work. 

It seems like you're going through an exciting change from just flipping houses to creating a successful real estate company.

I always use the example that my insurance company could provide the lowest pricing for me and a price that's unaffordable for my neighbor. 

There are a few companies that can write properties in a Trust - but I've never done it in FL (I'm in MD too) Would look up AJ Liebel he's a broker down there 

I expect the property to appraise for 300k after renovations.After renovations, I plan to find a roommate and rent one room for $800 a month and split utilities or $900 flat.

You're targeting that highly coveted group of 6-12 unit, independent (not a company) property owners.

I've been searching online for trying to find a loan servicing company that provides the services in Florida.

Consider targeting properties that have the potential for appreciation in value, as well as options for utilizing tax-saving strategies such as cost segregation and 1031 exchanges.

Started listening to the podcast while being amotor coach operator for a charter company.

Good cash flow, slow and steady appreciation over all and, in my almost 15 years of managing in Beaver, it seems like you get more longer term tenants (3-5 years and longer) but, as Jeremy said, you sometimes have to weed through a few more applications to find good ones.I'll send you a dm of a few good contacts in Beaver county including a great investment agent, lender, and pm company.