Chris Wills

Chris Wills

Assistant to The Traveling Secretary

“Ruth, Gehrig, DiMaggio, Mantle…Costanza?” In the season 5 finale “The Opposite,” George decided to go with the opposite of all of his instincts. It landed him a date with a woman whose uncle worked for the New York Yankees and could set him up for a job interview.

He was up for the role of Assistant to the Traveling Secretary, working under then-team owner George Steinbrenner. By following the opposite of his instincts, he managed to land the job – his dream job, working for his favorite baseball team – and kept it for a few seasons, longer than he’s had any other job.

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