He’d likely play the role of buyer’s agent, contractor, and rental listing agent—something we successfully did last June.

Curious how this will play out in the courts (granted it's LTR) and affect pricing products used for STR such as PriceLabs (which I use but have to seriously manually adjust for very specific reasons).

Working with a great broker can also help as they will know how best to represent your interests and play the game.

Not the cash flow play a lot of people expect. 

Your expertise, experience, and intuition in real estate play a crucial role in making a good deal happen.

You want to play the charitable hero.

Sometimes the best investment is found in a 'transitioning' market that is just outside the 'great' market and is in play to be the next great one. 

Hi Robert,Given you are looking to buy another rental (long term), a cash out refinance on the existing property would be a good play here.

You need to remember that, hopefully, this is a long-term play for you, so work with a trusted STR designer (I have great recommendations), and spend the money upfront so you can be the most successful in your area.

Most of the bad noise right now is about downtown skyscrapers and REIT or Syndication apartment complexes where they played short term versus long term interest rates wrong.