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Jonathan Winters
Classic celebrity roasts · Video spotlight
Jonathan Winters
Roasts Frank Sinatra
Jonathan Winters Roasts Frank Sinatra — a classic television roast performance.
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About this clip
Jonathan Winters Roasts Frank Sinatra
Jonathan Winters was a familiar entertainment figure of the era. Frank Sinatra was a legendary singer and actor whose style, fame and larger-than-life public image made him an irresistible roast target.
In this clip, Jonathan Winters turns that contrast into roast material, teasing Frank Sinatra with the affectionate exaggeration and show-business one-upmanship that defined the format.