I feel like I've always gotten a good deal on the secondary market. Every so often I am in Japan in late August and like to attend a 3 day anime song concert. The tickets are sold way in advance, and are $60 (ish) for a randomly selected seat in Saitama Super Arena. This means your $60 may get you a front row seat or one on the upper balcony behind a pillar, you don't know. And you have to physically buy the thing from a convenience store in Japan 6 months in advance. So the primary market is just bad. I end up just buying tickets on Yahoo Auctions and for $200 I get a front row seat. Would I have been just as happy to give that $200 directly to the people running the event? Yup! But they don't let me, so they lose out on $240. Multiply that by thousands of tickets sold, and you wonder whether or not any of these people ever attended business school.
Similarly, you can get reverse gouged on unpopular events. My brothers are big basketball fans. Whenever they visit New York, we go see the Nets play. The Nets are historically terrible and never fill up the arena, but apparently they sell a lot of tickets for corporate events. These tickets end up on the secondary market for reasonable prices, and that's what I buy. The list price can be something like $1000 and yet we buy them for $100. (I also enjoy the banter with the coworkers of the people that sold us their tickets. Every time, it's "I can't believe so-and-so sold their tickets!" But people are drinking and you can't take yourself too seriously and be a Nets fan, so it's all in good fun.)
Anyway, kind of wandered off topic... but the only way to make demand meet supply is to gouge people, so that supply falls to exactly meet demand. The artist deserves the money, not middlemen.