If you actually have a triplex rather than a duplex that could impact insurance eligibility and pricing but it doesn't sound like that's the case.Along those lines, you just have to make sure sub-leasing is OK with your insurance.

It sounds to me like you're acquiring a liability. 

It sounds like a headline similar to AirBnBust.

Does that tradeoff sound about right?

The name makes it sound like someone that will discourage all purchases. 

Sounds like this is maybe in the Wilmore area if it's in a historic district near South End.

It really just sounds like what people typically call a house hack.

I feel bad that she is lonely, needs attention, and sounds like she has had bad experience with her past investments.

sounds brutal!

I don't ski, so Snowshoe sounds like it may be a good fit!