I wish I had got more video of the kids. I've got a few little clips that I watch over and over...
One thing we've done, I have stopped buying the school photos and instead take them to Walmart or some other studio (wherever I can get a deal)--I save money and we have more flexibility. We bring a prop that is meaningful to the kid. I have some great portraits of my 13 year old with his viola. The instrument was an expensive gift, so it was good to send those pics to the family member who paid for it.
We also do an annual family portrait (similar, inexpensive portrait studio) and since at Walmart in particular you can only pick one photo to be the entire package if you're going with the cheapo deal, instead of picking the most perfect family portrait, I pick the silliest one. The one where someone is making a ridiculous face or something. We are a silly family, so we like to look at those pictures on the wall and laugh.