To chop or not to chop

I love my long hair.  I've been growing it out for pretty much my entire life.  I had short hair for a year when I was about four and again for two years when I was a freshman / sophomore in college. 

(sophomore year - It was shorter freshman year but at this point I'm already growing it out.)

By senior year I had grown it out quite a bit.

 

(Me with Bestie E at The Shire)

Now my hair is even longer.  But is it healthy and does it look good?  I have seen people with super long hair but the last five inches are all nasty and uneven and scraggly.  I don't want to be that girl.  I have thin, fine hair that has no volume and won't hold a curl and long hair makes it even harder to fake volume and curls.  So...

This is what my hair looks like right this instant:

I'm thinking about a haircut.  This would be super easy if I lived in New York City and had $500 to drop on a haircut by Nick Arrojo.  (Nick Arrojo is a hairstyling super hero.  He used to do the hair portion of "What Not to Wear."  I have never once seen him give anyone a bad haircut / style.)  I would just tell Nick that I trusted him to do anything he saw fit.  Except I don't live in NYC.  And I don't have $500 to drop on a haircut.  And I wouldn't trust anyone but Nick to do anything they saw fit to my hair.  

Should I just get a trim?

Should I chop it all off?  

(from Nick Arrojo's book "Great Hair")

 (here)

I would never go this short (below) because I'm scared I would look like a boy - even though she pulls it off, I don't think I could.

I'm hesitant to chop it all off because I really do enjoy having long hair.  And if I cut my hair that short it will take a long while to get it really long again.

Should I leave it long and just add some layers like Hillary Duff, Alexis Bledel, and Lauren Graham (here, here, and here)?

I think part of the problem is that I don't just want the hair, I want to look like these people.

I'm leaning more towards the Alexis Bledel (Rory!) cut because it's in between just a trim and chopping it all off.  But is it too 2007?  Could I pull it off?  Or would something else look better?

I need advice, people!  Tell me what I should do!