I really was looking at picking up an Eastman, but their headstock looks... lifeless. I know that's a petty complaint, but even on their nicer models it seems like a design afterthought. It's just a "butterface" aesthetic that I just can't get past. Is a used Gibson worth four or five or six times as much? Practically speaking, no, but I have to acknowledge how much irrationality comes into play when spending a bunch of money on a guitar. My own petty tastes and potential resale value have kept me from exploring potentially better guitars. The Gibson name on the headstock still carries a lot of cache.
I may look at selling off a couple guitars so I can trade up to the black ES-335 Custom I've always wanted, if I ever come across it. I'm sure it's out there.
I get that. We guitarists like what we like and that's all that matters.. I class my Eastman as one of my four great guitars.. but yeah.. it's got the head stock and it says Eastman, and unless you are in the know about them it probably looks cheap.
Heck I just spent an extra £600 on Gibson over a Tokai just because it says "Gibson"... it's probably of equal quailty. They were both amazing.
The one thing that sold me on the Eastman was playing it. I was in a store with some money and tried all sorts. The Eastman didn't wow me on looks, but the second I played it it was just sooooo good. It's my daily "go to" guitar.