Kahn knows that when he visits the family for the holidays, they're going to ask him to fix their computers. He's working on one but he has to deal with restarts when running each update. Leo says that every once in awhile, Microsoft has a "rollup" of multiple updates to get him up to speed. But unless he brings a disc with all the updates on them, he'll just have to work through rebooting for each and every update. It's a pain.
A slipstream option is possible, but that requires preparing ahead of time, as is a WSUS Offline Update. He'll have to download the individual updates, but he won't have to sit through countless reboots.