For a short investment, like Fix and Flip, I would not be as concerned about the long term future. 

Let them know that if the system breaks because they abuse it by running it constantly, they may be liable for the expenses.In the future, you may want to consider educating tenants before they move in.

For the corporate tenants you might have had, have you focused on creating relationships with those companies, so that they could provide a future stream of incoming employees, or have you fully relied on Airbnb as the only communication channel?

No one know the future but I think Phoenix values will grow.The bottom line is:   Phoenix is the fastest growing major city in the United States.

Approved or not approved but a plan to do so in the future.

Evaluate your current lease and make sure you covered for these frivolous costs in the future

One of the biggest appeals to me though is also always having a place to come back to in Chicago for the future.

I don’t want the coffee shop to put such a draw on our real estate investing that it inhibits future growth.

Picture your future buyer getting the title history report.

I would truley weigh you future life goals and the pros and cons