The year is 1999. Y2K looms, boy bands dominate the charts, and Saturday Night Live is just a few seasons removed from once again debunking claims of "Saturday Night Dead." This Emmy-winning 25th Anniversary Special brought together the biggest names in entertainment to not only look back on its storied accomplishments, but also remind America that SNL remained must-see viewing.

We are joined by Mark Malkoff of Inside Late Night, whose encyclopedic knowledge of this era surpasses even that of the show's cast members and writers. Mark helps break down the cultural context of SNL at this watershed moment as we unpack both the overt celebrations and subtle messaging of this milestone special. Together, we explore how the show honored its storied past, while positioning itself for the future.

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