However, I've heard lots of bad experiences online with Guesty, Hostaway, Hostfully, etc. etc.

My experiences were a couple of years ago and I was originally told the appraisal had been assigned and the rate would be $780 but then later I was told that appraiser was cancelled and they'd found someone else who it was assigned it for $935.

It isn't like this a condominium where assessments are paying for common parts of the building like the roof, etc.Prior to this, I didn't have much experience serving on an HOA board and have therefore relied on the management company for their opinion on certain decisions. 

The deal is risky unless you know the market well, have experience executing this strategy, and have accounted for the quality of the asset and tenant. 

It's pretty much why I'm putting myself out there on here, which to gain insight on other's experiences with working a dual agent deal.

., the new RI rental registry and associated lead paint inspections/certificates).It's up to you whether you're able to do it, but I think you'll get a lot out of the experience if you can try it for a year or two.

I’d love to hear from anyone who has experience in this area. 

AS you get more experience you will learn how to screen better.  

Anyone have experience putting these kinds of opportunities in front of investors?

I have some experience in commercial and industrial real estate.