First STR Market Choice

[Katy Katz]

I am ready to invest in my first STR. I work full time and the goal is to own 10-15 properties in the next 3-5 years that are completely managed. Chicago is a difficult market for STR. What are the pros and cons of getting the first property in a market outside of my hometown?

[Collin Hays]

Quote from @Katy Katz:

I am ready to invest in my first STR. I work full time and the goal is to own 10-15 properties in the next 3-5 years that are completely managed. Chicago is a difficult market for STR. What are the pros and cons of getting the first property in a market outside of my hometown?

 I am assuming there are go-to retreats within a couple of hours of Chicago.  Find those!