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Jacob Philadelphia's barber once told him he had the same hair as President Barack Obama. Obama had just been elected America's first black president.

"At that point, the barber probably didn't think too much of it, but then, I wanted to see if our hair was the same," Jacob tells in a recent interview. And, remarkably, Jacob would have the chance to get his answer.

Carlton Philadelphia, Jacob's father, was serving as the Executive Assistant to the Deputy National Security Advisor for the Bush administration. He was set to leave his position roughly six months into the presidency. It's a tradition that White House staffers departing take a picture with the president, so Carlton brought his then five-year-old son Jacob and other family along.