Bringing People Up To Speed

I just got the TV series "The 4400" seasons 1 & 2 on DVD and watched it this weekend.
It's a pretty good show, actually.
The basic premise of the story is that suddenly a ball of light appears over a lake near Seattle, and when it is finished, it has deposited 4,400 people that had been abducted over the past 60 years. People assumed it was aliens, but it turns out they were not aliens, but rather people - from the future. They had chosen these people specifically for certain innate abilities, and then re-seeded them back into our time enhanced such that they have special powers/abilities.
For the 440 themselves, they are people out of their own time. For them, there was no passage of time. So they missed a lot of the changes that have happened in and to the world over the past 60 years.
While I was watching the show I was wondering how I would bring someone up to speed who was missing 50 or 60 years. How I would present the facts, and how, for instance I might get them up to speed with musical tastes. I think about trying to bring one person up to the present by playing Elvis music from the 50's, then the Beatles from the 60's, then Hendrix, The Who, Eric Clapton, Led Zeppelin, Yes, Genesis, Rush, Pink Floyd, Toto, Steely Dan, Al DiMeola, Level 42, Billy Joel, Eric Johnson, Vertical Horizon, Dada, Green Day, Hoobastank, All American Rejects, Billy Talent, etc.. I wonder how I could give him an education that spans decades to give an appreciation of where we are today. Interesting to see the expressions on the face as he is exposed to each new vista of sound.

Ever since I was a kid, I always had the fantasy of going back in time to an earlier time before all the knowledge and inventions of the present day world. I would love to show them to people. I often wondered what it would be like to be the chef for the King of England a few hundred years ago, and see what he thinks of french fries. Or onion rings. Or potato chips. Or chocolate. Or a milk shake, or different flavored ice creams, funnel cakes, hamburgers, poutine, fried chicken, and a host of other food that have addictive tastes, but no one had ever seen yet in those times.

Maybe I could give them ideas about inventions. Like flying machines, or tanks, or a bunch of things. Of course the new world would not yet be developed enough, so it would have to be Europe. Perhaps, Italy? I could call myself Leonardo Da Vinci...