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In suburban Chicago, historical significance or celebrity ties might create a niche appeal, but they won’t necessarily drive up the home’s market value in the same way as location, condition, and local comps.For a short-term rental, though, it could be a great marketing angle—especially if the person is well-known and has a strong local connection.

Your long-term income depends on whether the investment city attracts new companies that create replacement jobs with similar wages and skill requirements.

I also think every property is unique and needs their own plan.

You get an actual unique home (not the same thing repeated like the other neighborhoods) and do something special. 

My experience has been overwhelmingly positive, but—like any market—it depends on your approach, risk tolerance, and the team you have in place.Detroit is unique.

Although, I am an advocate of documenting and creating systems, in the first few years all of your systems are going to change many times and so are everyone's roles within the company.

Every flip that I've ever done has been unique in some way, with unexpected happenings.

@Joseph FennerThere is an old one that somehow I still use.You would think with the money this site makes they could create one.

The idea of flexible hours can quickly turn into 24/7 availability.Solution: Create a routine, time-block tasks, and set clear boundaries.