It is always a good idea to do a quick inventory prior to setting the shuttle. I like to verify whether everyone has adequate cold weather gear, suitable helmet and PFD, flotation, fluids and food. If someone is lacking, someone else often has extra gear they can loan. When I lead novice and beginner trips, I typically bring an assortment of helmets just in case and I always have to loan several out. Don't carry an extra cold weather tops in your boat, make the participant wear the top if needed. I do stash an extra NRS Mystery Hood in my dry bag to loan later in the trip if needed. This hood doesn't take up much room and is real fast at addressing hypothermia.
Now that personal gear is in order, we can now concentrate on group gear. Verify who has a decent first aid kit, heavy duty throw rope, pin kit, etc. All helpers should carry a throw bag and two carabineers and know how to use them. A bivy sack or several lawn/leaf bags don't take up too much space and can be a life saver. I also carry a folding saw which can come in handy in certain situations - like making the shuttle road passable after a strong storm on several occasions. Once you have identified your assets, spread the load accordingly and position boaters with gear in the correct group order. Everyone on the trip needs to know where key gear and role players are in case they are needed like the Medic and Rescue persons as well as first aid kits and the cell phone.