Personally, I think even at our forever home we would like to have an in-laws suite, separated basement, or an ADU of some sort to house our parents. 

While building your team, it's important you understand the motivations of everyone on your team.Property Management Company (PMC): No one else on your team should be as vested in a long-term relationship with you as a PMC.

I did a pretty conclusive poll of about 14 lenders of all sorts and each and every one wouldn't allow larger loans for operating STRs.

@Don Konipol As a young salesperson in the investment RE realm, this advice was very insightful and motivational to me.

It may be worth looking into getting some sort of partner that has greater access to credit or loan ability.

If I can be proven wrong I would LOVE that, becuase it means that there are a crap ton of creative ways of helping people with 2-3% mortgages achieve all sorts of things while keeping their loan that they don't think they can...

What you are calling 'cash flow" is actually capx or repairs of some sort.

Buy or inherit and hold all their lives while working the properties for income.I've seen teachers, firemen, software engineers and all sorts of people utilize both strategies successfully.

@Engelo Rumora is just a call, email, or text message away so that part of your post is simply false and makes me question the motive of your post.

So back to the question, What is the motivation to sell?