The best way to verify that is call the current agent for the policy and ask them what happens when you buy it - will the carrier still offer a policy?

Is it possible to purchase a home from someone, and give them the first right of refusal to buy it back at a specific price at a later date?

C properties have no ceiling fans, I will install for $50 if they want to buy it, but it stays at the end of lease, (unfortunately they are usually taken when they leave anyway).  

Now I want to sell a handful of LTRs and buy another STR, this time preferably in Florida.

Can locals afford to buy a property there for $100k?

My options usually include the all cash/quick close to flip myself, listing it (as an agent) but also offering the seller to do a JV flip together, I could wholesale it, offer to buy it myself for a BRRRR or other long term personal investment, etc. 

Depending on your future lender (assuming you are buying more than just one property) some required multiple years of the business operating before that income can be credited towards your income, others will credit the income the property gets at a discount (70% of the rental take, the day the property was bought.)Now for stuff I don't have personal experience with, yet.1.

Hey, I am looking into buying my first investment property.

What are the advantages of doing a BRRRR on an existing property vs. buying the land and building a new house from the ground up? 

When you move into the home as a primary you are now able to take out a higher LTV for cash out 80% or 90% Heloc versus Investment.Fix up the other smaller side move out and go up in the rent and use some of the cash out funds as a down payment to buy another property.