I have a higher daily rate once the lease expires, that generally motivates a timely move.

Theres definitely nothing wrong with just jumping right in, you will be forced to build your business / lead generate daily.

If it is your first property then its better to househack because you'll learn all the aspects of having a real estate rental daily. 

But, with the chance to make 4x what an LTR would otherwise make ... there must be something else brewing.Now consider this: NYC currently has more Air Bnb listings than it does apartments for rent - putting a downward pressure on daily rates even though home values continue to increase. 

Much better than the average daily rates that you're seeing right now. 

Don’t pay off your house (that is debated daily - dead equity or deploy into another investment, direct real estate or otherwise).

They are done daily.  

check a few prior bills, calculate average daily consumption (actual water use not the dollars), make sure prior bills were based on actual and not estimated readings (utility companies will sometimes bill on estimates if they can’t read a meter for some reason then adjust once they have the actual reading), monitor the meter for a few days and see if the actual use matches the average you calculated.

Or is it daily tasks, being able to keep up with social media, not enough time to organize everything? 

There's a passenger for every train, and the STR train has lots and lots of passengers :-).