Dan, by all means pick on Howard Dean. Not just because it's easy and fun. If you want the Dems to become a strong, reasonable opposition party then it's important that the faults of their current leader be highlighted for all to see. Pointing out the foolishness in his own statements is by far the best way to do this.
That said, his comments about a 50-state strategy don't really qualify. Or rather the verdict depends on his future actions in pursuing this strategy. It's the job of the DNC chairman to try to drum up support for his party. Everywhere in the country, not just in so called blue or battleground states. Yes, it would be foolish for the DNC to pour money into senate races in Idaho (Crapo won in '04 with 99% of the vote), just like the RNC shouldn't spend too much to beat Teddy Kennedy. But it is good strategy to try to develop grass root organizations in these states, in order to lay the groundwork for long term change, much the same way that Ken Mehlman is trying with the black community. He doesn't realistically expect blacks to vote 50% for Republicans anytime soon and isn't allocating tremendous financial resources, but it's a wise way to spend some human capital.