Ross O’Carroll-Kelly was the captain of the Castlerock College team that won the Leinster Schools Senior Cup in 1999. It’s rare that a day goes by when he doesn’t mention it. A renowned socialite, libertine and seducer, who has been described as Ireland’s most eligible married man and the greatest Irish player never to actually make it in the game, he is managing director of his father’s confidential-document disposal business, Shred Focking Everything.