My attitude towards trading is that a pin's ultimate value, at the end of the day, is what it means TO YOU. This is also why I find pin trading incredibly frustrating and don't go out of my way to try it anymore
The truth about pins is that, objectively, they are inch-long pieces of painted metal that cost about $0.50 to make. Everything else is trumped up artificial value... Rarity, LE, OE, etc. Those try to manipulate supply and demand. But who creates demand? We do. Which is why, at the end of the day, a pin only has value if someone wants it. It doesn't matter if it's LE, OE, or whatever. If it's a pin that you want, then it has value to you. If it's a pin that you don't want, then it is worthless to you. Now I can recognize that there is a point where you can't realistically expect a trade (if you're offering a $7 OE for a $150 LE for example), but when the economic value and the demand is more or less equal, I do not get why people will hold out on trades if you both have pins that the other person wants. Hell, I'm willing to trade for a pin I don't even want if someone REALLY wants the one I have.
Which is why I don't trade much
I'm pretty much the only person who sees trading as "you have a pin I want, and I have a pin you want, so let's exchange the pins so we each have the one we want!" The last times I've been to the parks, I only traded with castmembers (which raises a whole other set of problems). I haven't even been able to BUY pins lately either, because people post the price at $300 on Ebay or whatever, where it's been sitting for 4 years, and then other people come on and see that $300 is the price it's being sold for (but not BOUGHT for) and price theirs the same, and on it goes. The whole system is a mess and does suck the fun and interest right out of the hobby.
I could get behind this analog trading group though