For example how do you identify with confidence that your market attracts more professionals vs. families vs. bachelor/bachelorette parties, etc. and therefore how you'd know which amenities to offer?

After that either party can end the lease for any reason.

One other thing that I am constantly seeing is the set it and forget it on 3rd party platforms.

You are correct; it would be awkward having two different parties staying on the property. 

The hardest part is taking that first step, and you’ve already done it—now it’s all about being a sponge and jumping in when the opportunity feels right.I am happy to answer any questions you may have.

also wonder what happened next. unfortunately, I will be in the same boat soon.

.: I would never give the party on the opposite end of the transaction POA over the property, or my social, DOB etc.

Divorce - its easier if the house is in the divorce decree otherwise you need to play mediator between parties to come to an agreement. 

When you’re confident in your numbers, you can negotiate with clarity and avoid being swayed by emotions.Understand the Other Party’s MotivationEvery seller has a reason for selling.

A property allowing one-night stays may be more prone to fraternity parties and similar.