Join some local Facebook groups for hosts, and some local FB groups just for local residents. 

Hi Donald,I work for a residential design firm in the Minneapolis area and we specialize in home design and construction documents.

As a host here in Florida i would always make sure to have an umbrella policy that covers personal liability if something happens.

I recently spoke to a property management firm that told me their clients don't experience any pain with financials or taxes Jan - April. 

I'd at least interview 2-3 local property management firms, preferably ones that can do both commercial and residential to keep it all together.

I am a firm believer that the value of real estate will continue to increase year over year.

The Taylor Law Firm, Harrison Law Firm, and Gene Davis Law are a few who I have used.As mentioned by David Ramirez, I would recommend partnering up with someone or identifying and working with a number of cash buyers prior to signing the purchase agreement.

For out-of-state STRs investors, is it normal for a cohost / property manager to insist on creating an OTA listing on their account to better streamline their systems? Seems like a potential issue if I stop working wi...

You could, for instance, buy a rental property and employ property management firm to take care of it, but you can't work for your company in any capacity and get paid for it.

I lend money privately and would never consider this as it is dependent on things out of my control (permits, neighbors, you being a good host, rental demand etc) I sell a ton of STR that are in actual resort communities and have great amenities and they are all  competing for the same guests, I can't imagine that there is a need/demand for this type of unit.