
The Bill Simmons Podcast A Dame Trade Deep Dive With Ben Thompson, Plus Seth Meyers and Million-Dollar Picks
Sep 29, 2023
Ben Thompson, a business and tech analyst and die-hard Milwaukee Bucks fan, dives into the recent blockbuster trade of Damian Lillard to the Bucks, analyzing its impact on team dynamics and championship aspirations. He discusses player strategies and the evolving NBA landscape. Later, late-night host Seth Meyers shares nostalgic stories from his SNL days and his experiences during the writers' strike, offering a behind-the-scenes look at comedy's challenges today. The conversation is a blend of sports analysis and entertainment insights.
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Aging Guard Concerns
- Bill Simmons expresses concern over Lillard's age and injury history, citing the rarity of high-scoring guards succeeding in their mid-30s.
- He mentions Steph Curry as a notable exception to this trend.
Defensive Concerns
- Bill Simmons analyzes the defensive liabilities of the Bucks' new backcourt, suggesting Dame Lillard's poor defense is a significant concern. He believes opposing teams will exploit this weakness in the playoffs.
Bucks Fan's Perspective
- Ben Thompson, a Bucks fan, shares his excitement about the Lillard trade.
- He believes the Bucks now have a much better chance to win, despite giving up significant assets.


