Why is it so common to join extremes without watching a guide first?

[Packetdancer]

That comes with the territory.
Only masochists use Mentor roulette.

I mean, no? I actually enjoy when I get an Extreme in mentor roulette because I like running teaching parties. And the reason I like doing teaching runs of stuff is not because of masochism, it's because the sheer glee when a group gets a victory and feels like they earned it is pure joy to see (and to have helped them obtain).

Sometimes it's frustrating getting them to the finish line, sure, but the victory is all the sweeter.