* CrossesTheLineTwice:
** ''Some People Have It Worse Than I'' "I could be a thalidomide child with something in my eye, something in my eye!"
** On the bumper sticker "Magic happens": "I have to resist the urge to take my permanent marker and sneak over and write under it, 'So does cot death'."
** "The Pope Song" chooses to call out the Pope with the opening line "fuck the motherfucker".
* FridgeBrilliance:
** When you first listen to "The Pope Song", it's tempting to assume it's just an example of VulgarHumor and nothing but an AuthorTract against the Pope using a ClusterFBomb. When you listen to it again and think about it, you realize that the fact that it's offensive is the whole point. The song is criticizing the Pope, but it's more calling out people who look the other way when the Pope does something terrible but don't hesitate to jump on anyone for questioning him, other religious leaders, or religion in general. The message isn't 'fuck the Pope'; the message is 'if you're more offended by me saying a few nasty words about the Pope than you are about the Pope knowingly sheltering pedophiles, then you have a really screwed-up system of morality'.
** For ''Prejudice'', there's some Fridge Brilliance when you realise that [[NWordPrivileges Tim can say the infamous word]] ([[spoiler:[[BaitAndSwitch "ginger"]]]]).
** ''Song for Wossy'' was a show of solidarity, crossing the line that had previously got the show he performed it on cancelled.
** In the animated segment for "[[https://youtu.be/HhGuXCuDb1U Storm]]", note how when Tim imagines himself and his friends as ''Scooby Doo'' characters, he casts himself as Shaggy, his wife as Daphne, the host and his wife as Freddy and Velma and their cat as Scooby. So what would that make Storm? [[TheScrappy Scrappy.]]
** ''The Good Book'' claims that the characters in ''Literature/HarryPotter'' worship false gods. Anyone who has read the books or seen the films can see hints that the wizards and witches may be Christian or at least monotheistic (they celebrate Christmas and Harry has a godfather). Given that Tim is an outspoken atheist...
* GeniusBonus:
** The whole routine about [[https://youtu.be/5Ju8Wxmrk3s singing in F-sharp]], aside from showcasing HollywoodToneDeaf in the most wonderful way, is extra funny if you're a vocalist and know that F-major is, for some reason, impossible to sing in. Without instruments to herd them, 90% of singers starting out in that key will have drifted into another by the end of the song.
** In ''If I Didn't Have You'', Tim conjectures an alternate universe in which he is married to a small blonde Portuguese skier with neck-down [[http://en.wikipedia.org/wiki/Alopecia alopecia]].
* HilariousinHindsight:
** ''"The day that yoga mats are considered carcinogenic will be the happiest day of my life"'', while yoga mats are still considered safe, a university in Ottowa has banned yoga altogether because [[http://www.ischoolguide.com/articles/35670/20151125/university-calls-yoga-class-citing-offensive-cultural-issues.htm some consider the practice]] to have been [[PoliticalOvercorrectness "stolen" by the West.]]
** For ''The Late Late Show with James Corden'' Tim performed a rewrite of "When I Grow Up" lampooning the Trump administration. One of the lines was "Even if my policies are super-thick, my supporters will support me 'cause I'm not a chick". Come 2024 and the Republican primaries came down to Donald Trump with Nikki Haley in a distant second.
* MisaimedFandom: There's a surprisingly large amount of listeners who interpreted the song "15 Minutes" as being a satirical takedown of [[PoliticalOvercorrectness "PC culture"]]. [[https://twitter.com/timminchin/status/1080196089087574021 Tim denied this and has explicitly stated]] it's a condemnation of [[ShamedByAMob callout culture at large]], specifically [[WithUsOrAgainstUs blind, unempathetic and self-righteous mob mentalities that do nothing but divide everyone, including the mob's current participants]].
* SophomoreSlump: ''So Rock'' has some good numbers, but veers much further than ''Dark Side'' into VulgarHumor. Fortunately, this is dialled back on ''Ready For This?'' in favour of [[DeadpanSnarker Deadpan Snarking]], {{Take That}}s and {{Anti Love Song}}s.
* TearJerker:
** ''White Wine in the Sun'' for many.
** During some live tapings of ''Not Perfect'', you can actually see audience members crying. In particular, this part tends to bring people with body issues to tears.
---> And the weirdest thing about it is\\
I spend so much time hating it\\
But it never says a bad word about me\\
This is my body, and it's fine\\
It's where I spend the vast majority of my time\\
It's not perfect, ''but it's mine.''
** ''Not Perfect'' also has the tendency to upset those people with mental health issues; after singing about how his brain made of love and bad lyrics, but can also hide his fucked up thoughts, he closes:
--->It’s where I spend the vast majority of my time.\\
It’s not perfect, ''but it’s mine.''\\
It’s not perfect, I’m not quite sure I’ve worked out how to work it.\\
It’s not perfect, ''but it’s mine.''
** ''You Grew On Me''. The lyrics are hilarious, but the melody and emotion he brings to it are astounding. During performances, you can hear people laughing along with the first verse, and then listening to it in awed silence when he repeats it at the end of the song.
** ''Rock And Roll Nerd'' for some.
** ''Drowned,'' about the duality of love.
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