For most of their history — and especially in recent years — the Pittsburgh Pirates have been on the outside looking in.
They haven't won the World Series since 1979. They've been to the playoffs just three times since the the turn of the millennium. They haven't even won a division title since 1992, before the NL Central was even formed.
It's easy to point to a lot of reasons for their long-running struggles — repeatedly frugal ownership, poor management and roster decisions, etc. — though their proclivity for misfiring in the MLB draft may be the most prominent.