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* CriticalDissonance: His first ''Duets'' album was widely panned on release as cynical, artistically negligible cash-in product. It then turned out to be the biggest-selling album of his career by a considerable margin.
* CultClassic: The 1970 album ''Watertown'', his one major attempt at contemporary pop/rock music. While it sounds like it might've just been another case of WereStillRelevantDammit, he elected to do an ambitious ConceptAlbum about a middle-aged small town man whose wife has abandoned him and their two young sons. A flop when it was released, the album was rediscovered in later years, and the unusual subject matter, some striking musical arrangements, and Sinatra's understated, poignant vocals have earned it an enthusiastic following, even among people who aren't really fans of his music in general. There are ''many'' websites, articles and blog posts devoted to the album.

to:

* CriticalDissonance: His first ''Duets'' album was widely panned on release as a cynical, artistically negligible cash-in product. It then turned out to be the biggest-selling album of his career by a considerable margin.
* CultClassic: The 1970 album ''Watertown'', his one major attempt at contemporary pop/rock music. While it sounds like it might've just been another case of WereStillRelevantDammit, he elected to do an ambitious ConceptAlbum about a middle-aged small town small-town man whose wife has abandoned him and their two young sons. A flop when it was released, the album was rediscovered in later years, and the unusual subject matter, some striking musical arrangements, and Sinatra's understated, poignant vocals have earned it an enthusiastic following, even among people who aren't really fans of his music in general. There are ''many'' websites, articles and blog posts devoted to the album.



** Creator/FrankCapra went so far as to say that if Frank gave up singing to concentrate on acting, he could have been one of the greatest actor of all time.

to:

** Creator/FrankCapra went so far as to say that if Frank gave up singing to concentrate on acting, he could have been one of the greatest actor actors of all time.


* CrowningMomentOfHeartWarming:
** "Me and My Shadow", sung with Creator/SammyDavisJr is probably the best HeterosexualLifePartners song.
** "Music/MyWay" doubles as both this and a TearJerker. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.
** When Creator/BelaLugosi died, he was virtually penniless. Sinatra quietly paid for the actor's funeral.
** When Lena Horne's white neighbors harassed her for living in an otherwise all-white neighborhood, he told her to call him if they gave her any more trouble. Nobody did.



* HeReallyCanAct: An essential part of GrowingTheBeard above. In TheForties he co-starred in a couple of musicals with Creator/GeneKelly as a pleasant juvenile lead. Then he won that well-deserved Oscar in ''Film/FromHereToEternity'', critical acclaim for his powerful performance as a heroin junkie in ''The Man With the Golden Arm'' and demonstrated [[Film/TheManchurianCandidate several]] [[Film/VonRyansExpress more]] times that it was no fluke.

to:

* HeReallyCanAct: SugarWiki/HeReallyCanAct: An essential part of GrowingTheBeard above. In TheForties he co-starred in a couple of musicals with Creator/GeneKelly as a pleasant juvenile lead. Then he won that well-deserved Oscar in ''Film/FromHereToEternity'', critical acclaim for his powerful performance as a heroin junkie in ''The Man With the Golden Arm'' and demonstrated [[Film/TheManchurianCandidate several]] [[Film/VonRyansExpress more]] times that it was no fluke.


Added DiffLines:

* SugarWiki/HeartwarmingMoments:
** "Me and My Shadow", sung with Creator/SammyDavisJr is probably the best HeterosexualLifePartners song.
** "Music/MyWay" doubles as both this and a TearJerker. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.
** When Creator/BelaLugosi died, he was virtually penniless. Sinatra quietly paid for the actor's funeral.
** When Lena Horne's white neighbors harassed her for living in an otherwise all-white neighborhood, he told her to call him if they gave her any more trouble. Nobody did.

Added DiffLines:

** When Lena Horne's white neighbors harassed her for living in an otherwise all-white neighborhood, he told her to call him if they gave her any more trouble. Nobody did.


* CrowningMomentOfHeartWarming: "Me and My Shadow", sung with Creator/SammyDavisJr is probably the best HeterosexualLifePartners song.

to:

* CrowningMomentOfHeartWarming: CrowningMomentOfHeartWarming:
**
"Me and My Shadow", sung with Creator/SammyDavisJr is probably the best HeterosexualLifePartners song.



* GrowingTheBeard: In TheForties, Frank Sinatra was a TeenIdol pop star with a fanbase of mostly teenage girls. That's right, during WorldWarTwo Frank Sinatra was Music/JustinBieber. But then, he TookALevelInBadass... (see the main page)

to:

* GrowingTheBeard: In TheForties, Frank Sinatra was a TeenIdol pop star with a fanbase of mostly teenage girls. That's right, during WorldWarTwo UsefulNotes/WorldWarII Frank Sinatra was Music/JustinBieber. But then, he TookALevelInBadass... (see the main page)

Added DiffLines:

* CultClassic: The 1970 album ''Watertown'', his one major attempt at contemporary pop/rock music. While it sounds like it might've just been another case of WereStillRelevantDammit, he elected to do an ambitious ConceptAlbum about a middle-aged small town man whose wife has abandoned him and their two young sons. A flop when it was released, the album was rediscovered in later years, and the unusual subject matter, some striking musical arrangements, and Sinatra's understated, poignant vocals have earned it an enthusiastic following, even among people who aren't really fans of his music in general. There are ''many'' websites, articles and blog posts devoted to the album.


** The title song from ''Music/MyWay'' doubles as both this and a TearJerker. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.

to:

** The title song from ''Music/MyWay'' "Music/MyWay" doubles as both this and a TearJerker. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.


** "Music/MyWay" doubles as both this and a TearJerker. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.

to:

** "Music/MyWay" The title song from ''Music/MyWay'' doubles as both this and a TearJerker. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.


* CrowningMomentOfHeartWarming: "Me And My Shadow", sung with Creator/SammyDavisJr is probably the best HeterosexualLifePartners song.
** Doubles as a TearJerker is the song [[Music/MyWay "My Way"]]. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.

to:

* CrowningMomentOfHeartWarming: "Me And and My Shadow", sung with Creator/SammyDavisJr is probably the best HeterosexualLifePartners song.
** Doubles "Music/MyWay" doubles as both this and a TearJerker is the song [[Music/MyWay "My Way"]].TearJerker. As he contemplates his life Frank admits that while he's made plenty of mistakes he's still proud of it, claiming that he lived it his way and no one else's.

Added DiffLines:

** Creator/FrankCapra went so far as to say that if Frank gave up singing to concentrate on acting, he could have been one of the greatest actor of all time.

Added DiffLines:

** When Creator/BelaLugosi died, he was virtually penniless. Sinatra quietly paid for the actor's funeral.


* OvershadowedByControversy: In the Philippines, "My Way" is known as "that song that people [[SeriousBusiness kill each other over]] in karaoke venues".


* OvershadowedByControversy: In the Philippines, "My Way" is known as "that song that people kill each other over in karaoke venues".

to:

* OvershadowedByControversy: In the Philippines, "My Way" is known as "that song that people [[SeriousBusiness kill each other over over]] in karaoke venues".

Added DiffLines:

* OvershadowedByControversy: In the Philippines, "My Way" is known as "that song that people kill each other over in karaoke venues".


* HeReallyCanAct: An essential part of GrowingTheBeard above. In TheForties he co-starred in a couple of musicals with Creator/GeneKelly as a pleasant juvenile lead. Then he won that well-deserved Oscar in ''Film/FromHereToEternity'' and demonstrated [[Film/TheManchurianCandidate several]] [[Film/VonRyansExpress more]] times that it was no fluke.

to:

* HeReallyCanAct: An essential part of GrowingTheBeard above. In TheForties he co-starred in a couple of musicals with Creator/GeneKelly as a pleasant juvenile lead. Then he won that well-deserved Oscar in ''Film/FromHereToEternity'' ''Film/FromHereToEternity'', critical acclaim for his powerful performance as a heroin junkie in ''The Man With the Golden Arm'' and demonstrated [[Film/TheManchurianCandidate several]] [[Film/VonRyansExpress more]] times that it was no fluke.


* HypeBacklash: Inevitably.

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