I’d fire that coach for being dumb. Hitler, JFK and Christopher Columbus? Unless Jack can translate from German and Italian, that’s going to be a pretty uncomfortable dinner.
Assuming relatives who have passed away don’t count as “historical,” my list would include some combination of Winston Churchill, Mark Twain, Teddy Roosevelt, Henry VIII, Da Vinci, Shakespeare and Benjamin Franklin. And of course Jesus, as long as he promised to lay off the guilt, ‘cause chances are good me and the other two at the table are gonna down a few.
edit: and Jesus speaks English. It’s the stuff in red towards the back of my NRSV edition.