* AwesomeMusic: "[[Disney/{{Hercules}} Go the Distance]]".
** One word less than that - "[[Music/TheLonelyIsland Jack Sparrow]]"
* ColbertBump, RescuedFromTheScrappyHeap: If you look at his youtube videos you will find frequent mentions of going BACK TO THE GOOD PART, which apparently involve JohnnyDepp and [[{{Kraken}} Giant Squids]]. Basically, his Music/TheLonelyIsland appearance was so freaking epic it earned him a ''lot'' of [[NewbieBoom new fans]]. It helps that PiratesOfTheCaribbean is already the object of much affection by the public, and that a fourth movie came out two weeks after the video premiered.
** What "Jack Sparrow" may have managed to do is VindicatedByHistory in reverse; Michael Bolton was a major YMMV singer at the height of his career. People either loved him or he was derided constantly. Now, 20 years later, the Internet generation, which is tilting toward a demographic that wasn't even born during his most successful years, loves him. For all the TommyBoy references, ''Film/OfficeSpace'' jokes and WTHCastingAgency reaction to Lady Gaga's support for him, Michael Bolton may finally have the last laugh over his critics.
** Apparently when he did an impromptu performance of "When A Man Loves A Woman" at a ''Series/SaturdayNightLive'' afterparty, both [[http://youtu.be/e0XleMIKKNg?t=5m45s Jimmy Fallon]] and [[http://youtu.be/djC2RqdfSZU?t=1m57s Seth Meyers commented]] that they were completely blown away by it.
-->'''Seth''': Michael Bolton? ''Destroyed''. [...] When Michael Bolton gets up, you donít think "Iím gonna get my balls blown off".
* GrowingTheBeard: ''The Hunger'', the album where he mostly stopped trying to be a [[Music/{{Foreigner}} Lou Gramm]] copycat.
* MemeticBadass: His appearance in Lonely Island's 'Jack Sparrow' is slowly granting him this privilege.
* OlderThanTheyThink: He recorded his first two albums in the mid-1970s under his birth name (Michael Bolotin) which have been largely forgotten.
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