Send cards to people with whom you have a personal relationship (i.e.: your boss(es); your agents/managers/lawyers; fellow assistants; fellow writers; etc.) If you are a PA and you have a close relationship with one or more of the writers on staff, send them a card. But don't feel the need to send every writer a card. Don't be the pathetic assistant who sends a card to every member of the staff and crew. (Or worse, the person who sends a highly personal Christmas letter.)
What about actors?
As an assistant, you'll have access to the home addresses of actors, directors, producers, etc. DO NOT SEND CARDS TO THESE PEOPLE UNLESS YOU HAVE A PERSONAL RELATIONSHIP WITH THEM. And even then, it's important to send the card to the appropriate address. For instance, my husband is working closely with one particular actor to develop an animated feature, and they often meet at the actor's house to work. So, I sent a Christmas card to his home address. My husband is working closely with another actor out of the actor's production company office. So, I sent his card to his office. My husband is ALSO the supervising the writing of the Nicole Richie pilot. While he's developed a close relationship with the creator of the show, he has not yet developed that relationship with Nicole. I'm not sending the Richie-Maddens a Christmas card. That would be creepy. You don't send a card to someone just because you work together (and you don't Friend someone on Facebook just because they offered you career advice).
What about my agents? Where do I send their cards?
I have three agents that I adore. I send two of my agents' cards c/o the agency and one to his home address because I have a personal-we-hang-out-outside-the-office-his-wife-and-I-are-friends-relationship with him. Personal relationship = home address. Professional relationship = work address. Got it?
Should I send you a card?
Not unless there's money in it.
Actually, you can send me a highly personalized Christmas letter. I'm collecting them for a future coffee table book. Here's one of my favorites, written by David Sedaris:

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