The Holiday letters
In 1995, I started sending holiday letters with a current photo to all our friends and family. The list has grown from about 250 to 500 since then. I think about cutting back or stopping altogether, but I know that I'd lose touch with many dear people if I did. For about half the people on my list, this is the only contact I have with them. I always hang the cards we receive on strings in the family room. I leave them up well into January. This is the main holiday tradition for me.
So, here are links to each of them, along with the photos. Starting in 2001, I put the photo in the letter itself.
2001: Letter
2002: Letter (2.4 mb. I'd right-click and Save As. The rest are huge because they're full of pictures. )
2003: Letter (5.3 mb)
2004: Letter (26 mb)
2005: Letter (6 mb)