Ideally I'm hoping for a more balanced opportunity.

We did not do this and still encounter less than ideal setup the result of our initial setup many years ago.  

@Yooni ChoiFor a first property, $100/month in cash flow might not be ideal, but it’s acceptable, especially with a house hack.

Educating yourself on how to offer 5-star remote management would be ideal as well!

We do a lot of the work ourselves and so within 2 hours of Needham is ideal. 

This list was pulled directly from Raleigh’s website here:Raleigh Permits for ADUs and Guidelines Click Here to ViewTo find your specific lot’s zoning, use IMAPS: https://maps.raleighnc.gov/imaps/2.

I would hesitate to say 1-2 years to rotate out but closer to 5 years, and ideally I'd try to get the downpayment higher to at least 10%.I understand your areas though-- they're expensive.

But as long as its not directly in the flight path, it will be okay. 

Quote from @Ryan Ruppert: I appreciate the quick reply.Do you happen to know if Wordpress or Squarespace has not only direct Booking but direct Billing as well?

I'd ideally like to do this process and not cost much money, but having a good roommate does matter to me.