First, you have to make the decision--and stick to it--that you'll download (or upload) all your photos and videos within a day or so of taking them. It's a good idea to get in the habit of at least copying your photos and videos off your device and it really takes no time; once you've got a system in place, you can do it while watching TV, eating dinner, or playing with the cat. Why bother? The last thing you want to do is run out of space on your card at a key moment or lose your media if you misplace or break your device. If you want to keep it portable to share, that's fine. But you also want to be able to hit "delete" or "format" if necessary. And you need to commit to the plan. If you don't, you'll end up more confused, having to remember whether you downloaded something or not before you can start looking for it.
Great tips! I tend to be the photographer for a family of 10 siblings, with 33 children collectively, and, so far, 16 grandchildren. It can be real challenging to get that many folks' heads even visible from the shooter's point of view. Most of all, it takes practice, practice, practice on the part of the subjects.... and a great sense of humor. That many people are not going to look into the sun, or wait very long to have their photo taken. My best advice is to be prepared and have your equipment set so that expediency will promote spontaneity and candor. That way everyone naturally looks genuinely happy and NOT anxious to "get this over with".
Imagine there is a line drawn from each face to the next. Try and position them so that no head is directly on top of, or beside (same level) another. Make diagonal lines not totem poles. Use props to seat some people or bring some small folding stools. Have some people sit down, or stand up on something. Use what is naturally in the environment to pose them, or if you have nothing available just arrange them so the heights are staggered.
There are a few bonuses to using accessories well (as well as layers). One is that changing them up a bit throughout the session can give you multiple looks without having to do many wardrobe changes. They can also be something that the subjects can interact with. A sassy little tip of the hat, holding the ends of a scarf while running and letting it billow behind you, grabbing the lapels of a husbands jacket while pulling him close for a kiss – all these little gestures and ways to interact (and become more comfortable in front of the camera) can be made possible with styling choices. Many of my sessions will feature items used outside their intended use or subject. My girls are often seen in mommy’s hats or scarves (scarves can be used in different ways like wrapped around their shoulders, as a hair piece, etc) and they love to wear my costume jewelry.