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Simon joined NPR in 1977 as chief of its Chicago bureau. Since then, he has reported from all 50 states, covered presidential campaigns and eight wars, and reported from Central America, Africa, India, the Middle East, and the Caribbean. In 2002, Simon took leave of his usual post at Weekend Edition Saturday to cover the war in Afghanistan for NPR. He has also reported from Central America on the continuing wars in that region; from Cuba on the nation's resistance to change; from Ethiopia on the country's famine and prolonged civil war; from the Middle East during the Gulf War; and from the siege of Sarajevo and the destruction of Kosovo.
The son of comedian Ernie Simon and actress Patricia Lyons, Simon grew up in Chicago, New York, San Francisco, Los Angeles, Montreal, Cleveland, and Washington, DC. He attended the University of Chicago and McGill University, and he has received a number of honorary degrees.
In the summer of 2000, Simon married Caroline Richard. His hobbies are Mexican cooking, ballet, book collecting, and living and dying for the Chicago Cubs (and now the French national soccer team).