Todd Shy joined Avenues in 2012, the school’s first year of operation, as a humanities instructor for the middle grades. He went on to become the director of the Mastery Program and the program director of High Intensity Practice in writing. During the 2017–18 school year, Todd served as an upper school head at Town School for Boys in San Francisco, California. Avenues had the pleasure of welcoming Todd back in Fall 2018 to assume the role of head of Upper Division.

Prior to Avenues, Todd taught social studies at Cary Academy in Cary, North Carolina; philosophy at North Carolina Governor’s School in Raleigh; and history at Rocky Mount Academy in Rocky Mount, NC.

Todd received a B.A. from the University of Virginia, completed graduate coursework at King’s College London and obtained a master of divinity from Princeton Theological Seminary.