After you pick up your friend, when you are at your last stop before OSH, have a detailed briefing. Go through the NOTAM. Make sure you each understand your expectations (who is going to be flying, where each of you is going to look for traffic, changing frequencies, etc...). I put tabs on my copy of the NOTAM so that I can find each page quickly. Another suggestion is to not arrive at OSH low on fuel should you need to hold. I pick my last stop to be under an hour from OSH so that my tanks will be near full when I start the arrival.

In 2018 I arrived on Saturday before the show started in late afternoon during a brief period of VFR. In 2019 I arrived on Friday evening before the massive storms arrived.