That's actually pretty hard. Off the top of my head, I got Crawford, Ben Grieve, Greg Vaughn, Toby Hall, Tanyon Sturtze and Joe Kennedy. I could probably get more in crunch time.
You have awfully selective memory. Since 1998, the Sox have averaged 2nd place in the East, have two WS rings and made the playoffs seven times. The Rays have averaged the 4.54 position in the East standings, with no rings and one playoff appearance. Nice.
My god, Steve Phillips is such a dick. The other announcer, when introducing Sean Green, clarifies that he has no relation to the OF. Phillips says, "Well I knew he didn't, but it's good to clarify for everybody else."