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Crossover Touring Adds Agent Harry Woosley, Adds Chicago Office

Harry Woosley headshot
Harry Woosley

Boutique booking agency Crossover Touring has announced new offices in Chicago and the addition of Harry Woosley to its agent team.

“We’ve been quietly building something we’re really proud of,” said Pat May, Crossover Co-Founder and Agent representing artists including Billy Strings. “It feels like the right moment to expand.”

Woosley comes most recently from Madison House and will remain based in Nashville, adding artists such as Clay Street Unit and Grammy-winner Bronwyn Keith-Hynes to Crossover’s roster. Further, the team has increasingly begun booking internationally, with shows across Europe, Latin America, Asia, and Australia/New Zealand.

The new Chicago headquarters, where veteran agent and Director of Operations Kate Begani oversees agent support staff, will allow Crossover to further build on the success of breakout artists like Strings, Thee Sacred Souls, and Watchhouse.

“It’s amazing to find a new home with Crossover,” Woosley said, “that is so committed to artist success and thinks so deeply about the musicianship and talent that each person brings to the roster.”

“We’ve got an incredible roster and a team that really believes in what we’re doing. Adding Harry is doubling down on the belief that the artists we work with are building communities and careers,” May said. “We’re fortunate to work with the people we do. If we keep doing right by them and keep adding thoughtful and talented folks to the team, growth takes care of itself.”

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