"It was like a master's in show business and a trial by fire. On my first day of work, I met Matt Damon. I was 22 years old."
"He was so amazing and open and vulnerable, and I remember him telling me the story of him getting on the plane after he retired and how he was like, 'What am I going to do? This is all I've ever done.'"
"He was like, 'Would you be interested in doing this documentary with me?' And that's when I said to him, 'Listen, I've never done a documentary. I think it would be really great to do it, but I just don't want to do some puff piece.'"
Lindsay Shookus spent two decades overseeing host and musical guest bookings at SNL and credits that experience as invaluable preparation for her next work. She began at 22, meeting stars like Matt Damon on her first day. Shookus confided her departure first to close friends, including Alex Rodriguez, who had previously been booked to host in December 2007 but did not due to the writers strike. Rodriguez, who made cameos on the show, proposed a documentary collaboration. Shookus insisted on avoiding a puff piece, and the collaboration with Gotham Chopra and Erik LeDrew resulted in the three-part HBO series Alex vs A-Rod.
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