I feel like part of the reason is sentimental, we've lived here for 5 years and I've become a little attached.

(Not saying you're just a tire kicker, it's just a sentiment several good real estate attorneys have expressed to me.)

Further many will go on to say they don't care if the houses ever go up becasue they are only interested in cash flow and will own them forever.Now i get that sentiment.. but I have also been selling real estate for 44 years.. and i can tell you most people don't hold any kind of property more than 10 years.. life happens.. things change.. they decide to move work moves them.. divorce death health.. kids need collage money all the things a 30 year old investor is not thinking of right now.. its so far from their thought process. 

I totally agree with your sentiment though.

I second @Alexander Felice sentiment here. 

We chose to stay with our home, because it has sentimental value, it's perfect for us, AND - we didn't want to deal with closing costs, broker fees, etc to sell it. 

My sentiments come from having 11 different roommates in college (from undergrad to law school students) and dealing w/ the lack of respect for the living area/other roommates was enough for me to be opposed to having roommates again.Having said that, I think the type of people chosen would be very important and I think I could be a lot more particular about what I'm looking for in a roommate if I decided to go down that route.

I have had little exposure to medical office and have never managed specific medical only.I would echo the sentiment of engaging a leasing broker who specializes in the type and size of tenant you intend to attract.  

I agree with the sentiment of the comments...so why do I see more and more homes being offered for rent and being successfully leased with this deductible in place?

I agree with the sentiments in the prior posts.