The grossest thing she's ever done:
One boss, several years ago, had me schedule his vasectomy, which is actually three meetings: a consultation, the procedure, and a follow-up. When I called to confirm meeting #2, the procedure, the nurse told me to tell my boss to, "Remember to trim the hair around his scrotum, but don't shave it!, they will shave his scrotum when he gets there." I was choking so hard from laughter, it took about 5 minutes to make coherent-enough sentences to relay the message.
Advice for up-and-comers:
Don't be afraid of being blamed for things. Half your job is to provide deniability to your boss...So, even if it's not your fault, you'll probably have to jump on a grenade or two.
Qualities an assistant should have:
Someone who's nice, personable, funny, takes their job seriously, and isn't a dickbag. I really can't stress enough how important it is to not be a dickbag.
Unique perks of the job:
Sitting on a boat, drinking a beer, watching the sunset with several of People magazine's Sexiest Men Alive. For work. For serious.