Counterpoint: The Orange Box. It's quite possible that it's made them more money in the long run since it introduced many people to Portal and TF2 than may have

Counterpoint: The Orange Box. It's quite possible that it's made them more money in the long run since it introduced many people to Portal and TF2 than may have played otherwise. However it's hard to imagine that there was a strong profit-maximization argument back in 2007 for bundling five top tier games (three of which at launch) for $50. I just don't see it.