Let me answer as a "serious" collector for a moment (most of you know just how serious I'm NOT, but let's play).
One of the things I've noticed is that most of you have no idea what a pipe is supposed to taste like, or how it should smoke. If I allowed you to smoke one of my "brand name" pipes, you'd be amazed at the difference in how it feels, how it smokes, and how it tastes.
The eBay estate crowd has forgotten or never learned that a pipe does not, in fact need to taste like sulphur and rubber, that it isn't one of the delicate underlying flavors in tobacco.
Nor have they learned that a "good smoker" does in fact not require "a couple pipecleaners" during the smoke to keep things dry.
These things are un-necessary, and for the educated smoker rob a good deal of enjoyment from smoking.
All the analogies drawn in this thread are false - no one in their right mind prefers a Toyota to a BMW if they can afford a BMW.
I will analogize further: I just bought a guitar. First one in probably 25 years. I was hoping to find a magic guitar, a real humdinger for under 1000 bucks. And I found some nice ones, some very, very decent guitars (check out Seagull's SWS series!). I looked for months. And then I played a Martin D-28 and bought that immediately at double the cost. Because it sounded better and that's what I was looking for. Does this make me a snob?
Now, I am finished playing Devil's Advocate - I don't really care what the hell anyone wants to smoke. I know what works for me, and one of the things I'm well aware of is that there's a certain crowd of people who think I'm a snob for buying a 250 dollar Peterson, and a whole nother crowd who think I'm an idiot for buying a 250 dollar Pete and not a 400 dollar Dunhill, and a whole nother crowd who think I should have saved up for a S. Bang.
I've never met ANYONE in the pipe smoking world who actually cared much for this issue. I guess if a guy drops 2000 bucks on a pipe, maybe he would be happy if someone else said "Gosh that's a nice pipe." But is that why he did it? In some cases, I suppose.
For myself, having started with cheapo pipes, once I learned about better materials and the better smoking dynamics of certain pipes, I found I enjoyed those more. I don't think that makes me a "serious" collector, it makes me a "serious" smoker, perhaps, or perhaps better put as I'm one of those guys who is constantly seeking the perfect smoke from each pipe (and any pipe that can't or won't yield it up I never smoke again, why bother?). I don't hope this makes me a snob, I don't hope it puts me on some echelon in the pipe world.
I build fences for a living. How snobby can I be? That said, anyone who has never had the good fortune to smoke out of a truly excellent pipe can scarcely comment on the wisdom of doing so, and I think the "serious" collectors feel that rather acutely.