Showbiz Shenanigans

Skipper was always bragging to his boss, "You know, I know everyone there is to know. Just name someone, anyone, and I know them." One day, tired of Skipper's boasting, his boss calls his bluff. "Okay, Skipper, how about Brad Pitt?"
"Sure, yes, Brad and I are old friends, and I can prove it." So Skipper and his boss fly out to Hollywood and knock on Brad Pitt's door, and sure enough, Brad Pitt shouts, "Skipper! Great to see you! You and your friend come right in and join me for lunch!"
Although impressed, Skipper's boss is still skeptical. After they leave Pitt's house, he tells Skipper that he thinks it was just lucky that Skipper knew Pitt.
"Go ahead, name anyone else," says Skipper.
"The president of the United States," his boss quickly replies.
"Yes," Skipper says, "I know him. Let's fly out to Washington." And off they go. As they tour the White House, the president spots Skipper and motions him and his boss over, saying "Skipper, what a surprise! I was just on my way to a meeting, but you and your friend come on in and let's have a cup of coffee first and catch up." Well, the boss is very shaken by now, but still not totally convinced. After they leave the White House grounds, he expresses his doubts to Skipper, who again tells him to name anyone else.
"The Pope," his boss suggests.
"Sure!" says Skipper. "My family is very religious, and I've known the Pope a long time." So off they fly to Rome. Skipper and his boss are assembled with the masses in Vatican Square when Skipper says, "This will never work. I can't catch the Pope's eye among all these people. Tell you what -- I know all the guards, so let me just go upstairs and I'll come out on the balcony with the Pope." And he disappears into the crowd headed toward the Vatican. Sure enough, half an hour later, Skipper emerges with the Pope on the balcony. But when Skipper returns, he finds that his boss has had a heart attack and is surrounded by paramedics. Making his way to his boss's side, Skipper asks him, "What happened?"
His boss looks up and says, "I was doing fine until you and the Pope came out on the balcony and some people next to me said, 'Who's that on the balcony with Skipper?'"