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11) David Letterman & Jay Leno (11 of 12)
<img class="alignnone size-full wp-image-549" src="/wp-content/uploads/2018/08/7611_111.jpg" alt="11" width="700" height="519" alt="David Letterman & Jay Leno ” title=”David Letterman & Jay Leno ” />
11) David Letterman & Jay Leno (11 of 12)
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David Letterman & Jay Leno had been the best of friends, since 1975 but the two of them couldn’t sustain their friendship for the long-run. Jay became the host of the Late Night Show in 1992 and when the two became rivals on TV, they became actual, real-life rivals as well.