Otherwise the success or failure of your venture will largely fall on the shoulders of a local PM. 

It sounds like you have a good head on your shoulders, you are going to be a millionaire by 35 if you keep your spending under control.

@Patrick Britton sounds like you are stressed to the max with those properties and offloading a few of those will take that weight off of your shoulders, right?

For some reason though I’ve been dealing with this devil on my shoulder saying, “F*%# it, go big or go home.

I'm recovering from shoulder surgery so I won't be jumping for awhile but I can hook you up with some talented fun jumpers here if you're looking for a speed star.

Add to that the record number of people moving into town long term either as homebuyers or renters and we barely even had a shoulder season last fall.even one of the best kept secrets in CA  Seirra valley is hot.. 

Mentors are there to look over your shoulder and to stop you from making a mistake. 

Over the years as they’ve apparently grown bigger, they seem to project a “better than thou” image with a chip on their shoulder and that doesn’t sit well with me.  

It’s so nice to be older and not have that macho ego on my shoulder as often  A little off topic but your story reminded me of one of  my earlier deals when i used to broker at the street level. 

The repairs after the fact are not going to be an issue I have a contractor that I have used in my personal homes for many years and created a good personal relationship with, he knows what needs done and how I like my work preformed without my having to stand over his shoulder.