In a few months/years, armed with knowledge, you will be in a better position to decide what is the best fit for your needs.You sound like a smart guy with a great head on your shoulders.

@Ryan McDonald My concern about places like that are shoulder seasons.

Quote from @Ralph Noack:We all make mistakes.It's not wise to shrug your shoulders and continue making them.1.

I asked what he had to do to get the license and he just shoulder shrugged and said he didn't have one.

I dont have the hard details but first few years i would be on board for the most part developing systems and filling in the shoulder months with Air BnB and social media and trying to find the roof on prices for the main season. i know very little about commercial loans and options out there, with my rough math a 15 year loan at 5% would definitely be doable and would like to be aggressive in building a portfolio with a few of these types of investments as there are over looked opportunities here. 

Home buyers and sellers will probably still want agents to help them make decisions, negotiate, share expertise, lend their shoulder to cry on, or help navigate a lengthy contract process on the biggest purchase most of them will ever make.

You just get a better head on your shoulders about proper leveraging.

I've had my shoulder partially dislocated, it is one of the most painful things I've ever had happen. 

If it is a commercial property (MFR or other), then you should have more traction getting the vendor to shoulder {some of} testing and, if necessary, remediation costs.Now that a leaky oil tank is known, conventional lenders {here at least} will require a Phase I Environmental Site Assessment and, most probably, a Phase II ESA.

This allows agents to have more freedom without having to worry about competing agents looking over their shoulder.