I am sure that my response will get flack from those that are doing 20+ flips a month or have PMLs that throw funds at them but we pick and choose the projects we take on and are not in markets where flips are selling for $500K+.The HML route is one we use when we are confident (barring any wild reason which we have done well avoiding) in completing on schedule and where we under estimate the market at sales time and still are making a good profit. 

Make it clear in your leases who has access to what spaces (parking, yard), who is responsible for what space (ie lawn) and how the utilities will work.

You need to know them inside and out first so you can verify they are handling the legalities in a correct manner because ultimately you are responsible for following the laws.Lastly, how willing are they to talk to you and how genuine and sincere do you feel when you ask them questions and receive answers.

Andy I appreciate the response.

Hey @Mike Silva,As I'm sure others will tell you in response to your post: house hacking isn't supposed to be about cash flow (this is a common theme in the forums). 

Thanks for your responses.

Everyone's input had a favorable response to short term rental.

I'm getting ready to make some improvements to my duplex and a big priority is splitting the utility meters (water and electricity) because I want each tenant to be responsible for their own utilities.

If you call him, tell him that Mike Grudzien recommended him.I have contacted Adam and he was very responsive, but stated he is at his limit and can't take on new clients. 

Our medium-term rentals in Denver and Colorado Springs used to get solid bookings on there.