To raise the main have one person feed the luff in as the other pulls the halyard. Make sure the headboard clears the backstays and don't go too fast because it is possible for the sail cloth to also get caught in the upper backstay. With the jib one person should zip while the other pulls the halyard. The ideal way to store the sails is by rolling them up. This is no problem with the jib but can be difficult with the main.
Some people have a large pipe mounted on their trailer to hold the mainsail rolled up.
I've always folded my main between regattas and roll it and keep it on the boom during regattas. I leave my battens in but make sure to roll the sail in line with the battens so they aren't bent in the sail. We are careful when dropping the main to stack it on one side, then fold it at the first batten and start rolling. This is good for the sail in two ways. Second, and more importantly, when you fold the sail on the boat or try to carry it over to the grass the sail will get a lot more wrinkled up.