Hi Melanie, I both own and manage in the area and to be honest, the market in Kissimmee/Davenport is tough right now unless you're willing to invest a lot of capital into high end theming. 

@Chris Seveney We don't plan to make money by managing the fund.

My plan for this year is improve my credit, get my real estate license (to increase my income on top of my W-2), possibly career transition into the property management space (to learn more), and save as much as possible and learn as much as I can.I’d love to house hack close to home but my area is so expensive it seems like it’d be close to impossible. 

Building Strong Relationships: The Key to Property Management SuccessIn property management, success isn’t just about managing properties—it’s about managing relationships.

@Alba Cheung,your property manager should have already handled this and you should not be involved.

However, like most property managers, once in awhile they do have investors interested in selling and at that point, they may reach out to their clients about that sale. 

We currently own/manage properties across a few states including Hawaii so we aren't new to managing short term/mid term rentals.

I'm certainly cognizant of the risks of managing a property remotely (my wife and I did rent out our Chicagoland house for a couple years while living in STL).

My guess is there are some STR owners or managers genuinely unaware their current pricing exceeds the price gouging thresholds until it is brought to their attention.]Will PriceLabs and other dynamic pricing tools- respond quickly and appropriately to these issues?

I've asked my clients a similar question and have developed tools for them to minimize this, but I find there are a few different types of clients.Manager managed - these folks have no issues as they simply upload their year end statement from their property manager, their 1098 mortgage statement and any other one-off expenses they may have paid for outside of the management company.