My journey to get his autograph started last April when I sent him a TTM request with this card below enclosed. It's the only Orioles card of his that clearly shows him in a Baltimore uniform, so it would be the best fit for my collection, even though it has the pre-printed autograph already on it.
Eventually, I read online why Woodie was not signing TTM requests and I felt bad about having sent my request, but I had no way to know so there wasn't anything I could have done differently.
Woodie sadly passed away after his long battle with cancer on June 10, 2009. I knew that I now had to turn to "the bay" to get his autograph. He had been a pretty good TTM signer through the end of 2008 so there were plenty of autographs available but not many on Orioles cards and none on the specific card I wanted, so I waited. Eventually I found this signed O's Crown card at a reasonable price and had to jump on it. I've complained in the past about the Crown cards that use pictures of players in other teams uniforms when there were clearly Orioles pictures out there, but I finally had my Woodie Held autograph.
Woodie played in 82 games for the O's over his 1.5 seasons in Baltimore and was also on the '66 World Series champion roster, but didn't appear in any of those games. Interestingly enough, he also held the Indians' HR record by a shortstop with 85 round-trippers until Jhonny Peralta passed him just last year, only a little more than a month before he passed away.
Rest in Peace Woodie, I'm pleased to finally have you in my collection.