To just make money is not enough.Michael Gerber, author of the E-Myth  said it best in an interview.  

So the question becomes based on their individual and personal tax situation what is the estimated tax burden they'd save? 

Does anyone know if this individual needs to be a W2 or can I hire on a 1099?

The tenants enjoy using the interface, it is simple to communicate with them as a whole or individually, collect rent payments and see when they are in transit, offer CC payment options at tenants expense, track maintenance request, share documents, and lease the property.Short comings are their financial portion.

Do not deal with any of the individuals mentioned in this thread:https://www.biggerpockets.com/...I outline my experience and many others weighed in. 

There's some excellent relevant & recent material from very high quality individuals on this forum.

Could be.I think that for most individual American investors leverage is a critical tool. 

There are more complicated strategies to maximize larger listings that involve having like multiple listings for same property and do individual room rentals when it is slower and then for larger length stays, larger groups, and more desirable dates you'd book the whole space, but I think its easier to just do two separate. 

When an individual landlord prices their rental, they do based on what the other ones in the neighborhood have rented for. 

Use caution when borrowing against your stock portfolio, especially if it's a high volatility portfolio comprised of individual companies.