History HarsherInHindsight / ToddInTheShadows

** In the same review, mixed with HilariousInHindsight, Todd mentions that Timberlake hadn't had a single notable personal failure or embarrassment over the course of his solo career, before cutting to ''Runner Runner''. Over the course of the next ten years, Timberlake's career and reputation would slide downward with his past (especially with Music/BritneySpears and Music/JanetJackson) starting to catch up to him, most notably after the wake of Spears's memoir ''The Woman in Me''.

** In the same review, mixed with HilariousInHindsight, Todd mentions that Justin hadn't had a single notable personal failure or embarrassment over the course of his solo career, before cutting to ''Runner Runner''. Over the course of the next ten years, Timberlake's career and reputation would slide downward with his past (especially with Music/BritneySpears and Music/JanetJackson) starting to catch up to him, most notably after the wake of Spears's memoir ''The Woman in Me''.

* Todd mentions in his "Holy Grail" review that he could imagine Kanye West delivering a song about the pressures of fame much more convincingly. In 2016, Kanye was hospitalized after a very well-publicized breakdown brought on by - you guessed it - excessive touring and production.

* In his "Top Ten Worst Hit Songs of 2011" video, when reviewing his #7 pick, "I Need a Doctor" by Music/DrDre featuring Music/{{Eminem}} and Skylar Grey, Todd calls out Dr. Dre for his usage of the word "faggot" at the age of 46, telling him to "grow up". In 2018, Eminem would face a similar backlash for using that same word at nearly 46 in his song "Fall", in reference to Music/TylerTheCreator, from fans and non-fans as well as famous celebrities such as Music/TroyeSivan and [[Music/ImagineDragons Dan Reynolds]].

* In his "Top Ten Worst Hit Songs of 2011" when reviewing Music/DrDre, Music/{{Eminem}} and Skylar Grey's "I Need a Doctor", Todd calls out Dr. Dre for his usage of the word "faggot" at the age of 46, telling him to "grow up". In 2018, Eminem would face a similar backlash for using that same word at nearly 46 in his song "Fall", in reference to Music/TylerTheCreator, from fans and non-fans as well as famous celebrities such as Music/TroyeSivan and [[Music/ImagineDragons Dan Reynolds]].

* In his ''One Hit Wonderland'' episode on "Whoomp! There It Is", he joked that the ''[[Franchise/TheAddamsFamily Addams Family]]'' movies inherently [[CreatorKiller end the careers]] of the rappers who write and perform the tie-in singles, citing Music/MCHammer on [[Film/TheAddamsFamily the first movie]] and Tag Team on ''Addams Family Values''[[note]]which he later noted [[https://twitter.com/ShadowTodd/status/1427044178345693189 on Twitter]] was a last-minute replacement for a song by Music/MichaelJackson, who Todd feels also fell victim to the curse[[[[/note]], and predicted that Music/{{Migos}} would suffer the same fate after they did a song for the soundtrack to [[WesternAnimation/TheAddamsFamily2019 the 2019 animated film]]. Less than two years after the episode came out, his prediction regarding Migos came true, but in this case in tragic fashion -- on November 1, 2022 one of the trio's members, Takeoff, was shot dead at a party.

* He joked that the ''[[Franchise/TheAddamsFamily Addams Family]]'' movies inherently [[CreatorKiller end the careers]] of the rappers who write and perform the tie-in singles, citing Music/MCHammer on [[Film/TheAddamsFamily the first movie]] and Tag Team on ''Addams Family Values'', and predicted that Music/{{Migos}} would suffer the same fate after they did a song for the soundtrack to [[WesternAnimation/TheAddamsFamily2019 the 2019 animated film]]. Three years later, his prediction came true, but in this case in tragic fashion -- on November 1, 2022 one of the trio's members, Takeoff, was shot dead at a party.

* In his review of "[[Music/SamHunt Body Like a Back Road]]", Todd mentions when regarding CountryMusic's obsession with HipHop that he imagines Music/{{Drake}} and Music/LilWayne deleting texts from Music/JasonAldean and laughing. Come 2023 and Aldean would release "Try That in a Small Town", which featured a music video that was heavily accused of being pro-lynching, which if it turns out Todd's quip in that episode were actually true, would likely be a case of EveryoneHasStandards considering some of the lyrical content that both Drake and Wayne garnered controversy for over the years (such as in "Circo Loco" and the "[[Music/{{Future}} Karate Chop]]" remix, respectively)[[note]]Even though Aldean previously collaborated with Music/{{Ludacris}} on "Dirt Road Anthem" and "Burning Bridges", the lyrical content he had been infamous for and gotten backlash for by conservative outlets in the early 2000s could be considered nowhere near as insensitive as the aforementioned Drake and Wayne lyrics[[/note]].

* In his review of "[[Music/SamHunt Body Like a Back Road]]", Todd mentions when regarding CountryMusic's obsession with HipHop that he imagines Music/{{Drake}} and Music/LilWayne deleting texts from Music/JasonAldean and laughing. Come 2023 and Aldean would release "Try That in a Small Town", which featured a music video that was heavily accused of being pro-lynching, which if it turns out Todd's quip in that episode were actually true, would likely be a case of EveryoneHasStandards considering some of the lyrical content that both Drake and Wayne garnered controversy for over the years (such as in "Circo Loco" and the "[[Music/{{Future}} Karate Chop]]" remix, respectively).

* In his review of "[[Music/SamHunt Body Like a Back Road]]", Todd mentions when regarding CountryMusic's obsession with HipHop that he imagines Music/{{Drake}} and Music/LilWayne deleting texts from Music/JasonAldean and laughing. Come 2023 and Aldean would release "Try That in a Small Town", which featured a music video that was heavily accused of being pro-lynching, which if that joke were actually true, would likely be a case of EveryoneHasStandards considering some of the lyrical content that both Drake and Wayne garnered controversy for (such as in "Circo Loco" and the "[[Music/{{Future}} Karate Chop]]" remix).

* After Todd comments on how after Music/BritneySpears had tackled lesbianism (in her 2003 MTV Video Music Awards performance) and nudity (in her "Womanizer" video), and now tackles group sex in "3", he wonders "What's next, pedophilia?". Come the 2011 [=VMAs=], Todd would describe [[https://www.youtube.com/watch?v=EnydpjM8QLk the tribute performance to her]] that night to be "horribly pedophilic".

* In his One-Hit Wonderland episode on Kyper's "Tic Tac Toe", Todd brings up Hurricane Chris as a One Hit Wonder nobody remembers. Later in 2020, Hurricane Chris would be convicted of second-degree murder.

* One of the context-free Macarena clips Todd included at the end of the One-Hit Wonderland on the song shows legendary [[UsefulNotes/MLBTeams Brooklyn/Los Angeles Dodgers]] broadcaster Vin Scully doing the dance. He died hours after the video came out.