A good agreement will outline specific ways to overcome challenges.  

Happy to recommend a fantastic one here in Denver.I agree that you should start with the end in mind, and I would push yourself to challenge what’s possible.

I love rehabbing very distressed houses due to all the challenges that comes with them needing creative solutions.

Challenges?

My biggest challenge right now is that my wife wants to house hack in an area where she feels safe.

Challenges?

Challenges?

Store broker says one is a lot easier to get to than the other driving with everything else being the same.Given the competitive environment in certain areas, vacancies take a year or more to fill if at all.

You'll also have a challenge finding trustworthy PMs in high crime areas---many of the successful landlords in that area that I've seen know the area well (may have even lived in the area at some point or still do), manage their own properties and do a lot of their own work as well.  

Ultimately it comes down to how well you know the market and sub-market, what could potential challenges be, what are the motivators for a particular market, etc.