(And I know a wrap probably isn't the first option many would choose, but I'm in Texas so its really my only option)

Medford (North Boston) happens to be a low supply/high demand market so I absolutely need to get more comfortable with consistent rent increases but those increases need to be researched and in line with the market. 

You got the experience, now you can choose something.

 @Raif Jochim without knowing details of each loan, I would almost always choose the primary home.

The biggest issue is that forgetting to assign a location or choosing the wrong one can mess up your balance sheet, leading to inaccuracies.

Ensuring you choose the right roommate is so important.

If you choose to go with this strategy you could complete your exchange and immediately do a cash out refi.

Choose that one and use it.

Just make sure you guys are comfortable with the area before pulling the trigger.

My Question is, for these up sales how do you expose these packages to the guests, are they included in your listing or added to the base price, if a guest chooses a package do they pay for the reservation how they would normally through the booking platform then pay for the package separately?