My Millennial Generation wants a check but they dont want to work.

It isn't just millennials; I get more and more boomers staying at my STRs. 

He made a few interesting points about investing in long term rentals for the millennial and Gen Z age groups who will likely never be able to afford a home due to student loan debt.

Although this article is about millennial student investors, it definitely applies to you as well.

Welcome, depending on what side of the business you are getting into you should check out my post on millennials in real estate.

Account ClosedAdd in the fact that the modern day generation of millennials have shifted from the stereotypical perspective of buying a home with a 30 yr mortgage and living there permanently.

For example, a investors with excess means and simply looking for a hobby interest may seek target properties much differently than a upstart, young executive millennial seeking their first passive income investment properties. 

(Not even close) We haven't raised rents on our extremely good, millennial tenants, but if it was on the open market I think it would get ~$1k. 

Every report I'm reading says that rents for San Francisco and the Bay Area are starting to fall:http://sf.curbed.com/2016/10/4/13164686/san-francisco-new-york-rent-dropping-pricehttp://www.bizjournals.com/sanfrancisco/news/2016/12/21/san-francisco-rent-decline.htmlAnd that's probably because a huge surge of millennials are entering their "settle down" years are can't afford to buy a home out there, so they're moving to Sacramento in masses.

On the other hand, the rental market in Boston is fairly secure in contrast to some other markets given its proximity to universities (student housing) and being a hub for young professionals (millennial renters).This isn't to say you won't make any money in Boston, but rather you won't have much positive cash-flow until mortgages etc.. are paid off.