It may be advantageous to have an Agent help you with this.

Did you list it with a real estate agent?

As for the insurance cost, are you currently using an insurance agent for your own policies?

Would like to find an Agent that is familiar with the Short Term Rental market(s) (and Cash on Cash returns) in these areas, potentially expanding to St.

Sometimes I would be, but many times I wouldn't and the house would eventually get listed with another agent (after I failed to keep in touch). 

I got a wealth of information and after reading it all, I STILL felt uncertain about calling the agent and making the offer in fear of sounding dumb.

Here's an agent-investor marketing issue...I'm a licensed agent and a principal.

I've been doing as much research as I can on locations and strategies, online and talking to real estate agents and friends (one of whom recommended this site which is awesome) I've gone through the BP online education and listened to a few podcasts.

I've been doing as much research as I can on locations and strategies, online and talking to real estate agents and friends (one of whom recommended this site which is awesome) I've gone through the BP online education and listened to a few podcasts.

If you put it under contract and market it fsbo, isn't the seller still technically responsible for paying the buyer's agent fees?