@Scott Trench  Well anyone who says you can get by on little sleep because the need for sleep is a sociatal delusion, and uses his book as a platform to sell daily planners and calming aura and soothing chakra tea,  isn't someone I'd look to for serious life advice.

The tea leaves indicate that only the owner of the property will be able to get a licence for STR, with most indications being they must be an owner occupant. 

Not my cup of tea but it looks like someone is interested. 

Again, no ones “track record” has anything to do with the price of tea in china.

This is probably not your cup of tea for now anyway so just move on to something easier.

I have unsweet tea for a drink.

Not my cup of tea, but Boston has a lot of great things going for it that in the long run I think you could make it work.If by multi-family though you mean a 5+ building that you're presumably going to look for in the Midwest or South...it's in its own bubble as a disturbingly large number of people who made bank in the last 10 years of the up market are shifting their focus to a larger scale asset and are purchasing these distressed properties which is driving cap rates down because people need a place just to park their cash. 

@Ryenell Simon YouTube the Dominique effect and make sure to follow everything to the tea.

Sounds like a solid D class property  is your cup of tea.

and it's full of ice tea and tethered to the TV remote.