Picard is the ultimate herb of the Federation, the insult "herb" means basically a loser, uncool person, nerd, dork,geek, wack, worthy of being mocked, weak, chumpish, and generally to be avoided, it's a mocking term, used by rapper esoteric in the song herb, pronounced like it's spelled, no silent h, it doesn't mean weed or drugs, it's a term for someone who follows trends, or just is a complete bullsh-tter, basically one of those people that nobody likes, see this Link from the Urbandictionary.com  website for more info on the Origin & meanings of the insult "herb" Urban Dictionary: Herb