History TearJerker / ToBoldlyFlee

* The extra ending of the movie, where in-character Rob and Doug have no idea what to do now and so decide to watch and affectionately make fun of the ''CartoonAllstars'' review.

*** It even becomes ''meta'' when RealitySubtext slips in, as this was filmed around the time the group went to protest SOPA and came back detested by the experience, believing that their world ''was'' coming to an end.

* The demise of Mechakara, Zod, and Turrell was heartbreaking, they were all very lovable characters (well, Mechakara in his own, [[TheComicallySerious unfunny way]]), who even had some dramatic potential. It helps that they perished while quoting Shakespeare together, as if they were friends. "[[FamousLastWords To be]]...[[FaceDeathWithDignity Or not]]...[[LargeHam TO BE!]]

* When the Critic couldn't tell it was Terl on the phone and not his mother.
** Even more so, the fact that, when drunk, Critic's mother apparently has a habit of calling him various hurtful things. It's happened so much that it doesn't even faze him anymore.

* After his first {{Bad Dream|s}}, Critic frantically looking around for someone else to be there and hanging his head when he realizes he's alone. Like always.

* The extra ending of the movie, where in-character!Rob and Doug have no idea what to do now and so decide to watch and affectionately make fun of the ''CartoonAllstars'' review. And like the cast singing "Rocket Man", it manages to be heartwarming and funny too.
* After Doug announced the Critic's retirement, [[http://chezapocalypse.tumblr.com/post/31554804758/i-was-poking-around-in-the-stuff-i-shot-from-the Lindsay put up a video of the reviewers singing "Rocket Man"]]. It's funny, heartwarming and tear-inducing at the time.
** The video is more tear-inducing when you realize that nearly half of the reviewers left TGWTG/Channel Awesome by 2015. And then there's seeing Creator/JewWario ...
*** And even more so when ''all but three'' reviewers left in 2018.

** Especially since this will be the last anniversary special on this scale...but then again how on ''earth'' could they top this? And that in itself is heartbreaking: Channel Awesome has achieved that "something special" that Oancitizen talked about. A movie worth a ''thousand'' Brawls.
* On Spoony's commentary, he reveals that those reviewers who took a trip to Washington DC to talk to government staff about the SOPA/PIPA acts left incredibly disillusioned. Basically, they discovered that no matter how much they argued about Fair Use until they were blue in the face, our government ''will eventually find a way to end your website'' even if these acts are not perfect at the moment. They'd just create a new bill after that fails! The critics could win the battle but lose the war. With this in mind, you realize that the addition of the political commentary in ''WebVideo/ToBoldlyFlee'' isn't just due to Doug being butt-hurt- these were included because of real problems Channel Awesome was facing. ''This'' was the other big reason Doug decided to end the Critic, and contributed a lot to the evolution of what the site could now become after this movie! The whole feeling that there are people out there who are guaranteed to defeat you dampens your soul!
** 3 years after the movie. Blip.tv was shut down after Maker, the company that owns Channel Awesome, was bought by ''Disney''. The results were a mix of inconvenient to absolutely tragic ends to all the shows on Blip as they all tried to either migrate to Youtube so they could deal with their half-assed copyright claims and takedowns, or stop their shows all together and do something else. ''The danger that To Boldly Flee warned everyone has come true, and will continue to come true, so long as big corporations continue to buy into themselves!''
* On the behind the scenes video in the DVD, everyone starts saying their thanks, and while it ''is'' heartwarming, there's some sad, strange music that makes them sound really miserable. Especially Doug, who reveals on it the real reason why they're not doing more big specials: his GuiltComplex over possibly putting people through too much work has got so massive he can't face it anymore.
** Also it was shown that Rob had the [[SarcasmMode brilliant]] idea of telling Doug that they were fifteen minutes behind instead of ahead like they actually were, and when Doug finds this out, he has one of those completely imploding {{heroic bsod}}s he's so fond of. What's worse is that, according to Todd and Lindsay, this is apparently the moment everything started going wrong.
* Viewers weren't the only one effected by the Critic drama, Doug apparently had to reshoot some of his more emotional scenes because he was truly getting upset.
* Speaking of Doug, a lot of his commentary is really hard to listen to, as he's convinced he became his worst nightmare and pushed the producers too much, he barely ate anything, slept very little and even got up earlier to work out so he could try and keep his energy up, fully admits to have done damage to his health, talks a lot about Critic's self-loathing, beats himself up over being too naive to handle Chick's assimilation scene, and even thought Todd was being sarcastic when he was thanked for the ''Franchise/RoboCop'' costume and was apologizing profusely until Todd reassured him that he meant it.
** His workaholicness isn't quite so funny after he displays actual ''confusion'' over why nobody else wanted to let their work hurt them.

* After his first BadDream, Critic frantically looking around for someone else to be there and hanging his head when he realizes he's alone. Like always.

'''Note:''' If you have not watched ''WebVideo/ToBoldlyFlee'' yet, then there will be spoilers below! Read at your own risk.

* The opening scene recounting [[spoiler:Ma-Ti's]] death and funeral can still bring a tear to the viewer's eye. Made all the worse by finding out that he [[spoiler: became a WoobieDestroyerOfWorlds after he died]]. And they added Lonely Violin Music to make it even sadder.

* [[spoiler: That Sci-Fi Guy's death and Angry Joe's stricken reaction to it]]. Bet you didn't see that one coming.
** [[spoiler: Mitigated in TheStinger, which reveals that Sci-Fi Guy survived. His landlord's gonna be pissed, though.]]
* The Critic still being completely broken by [[spoiler:Ma Ti's death]] a year later, saying he never thought he could miss him this much.

* Parody of Kirk's hamminess it may be, but Critic's response to thinking that [[spoiler:Phelous had died]] was short but sad.

* Todd begging Lupa for another chance, only to be brushed off yet again. Then, when she asks him to spy on Mechakara and [=SevenOfEleven=], he does it only because it was her that asked. And then [[spoiler:he ends up getting assimilated for it.]]

* Luke learning Cinema Snob's fate: [[spoiler: He's gone over to the enemy's side]]. She looks remarkably crushed.

** Film Brain also does a fantastic job in his two goodbyes [[spoiler: to The Critic and Luke.]] You really feel his sadness that he [[spoiler: believed in the critic, and cared for Luke, and now he's watched them leave to their dooms.]]

** It's sadder when you take the apocalyptic message of the song and apply it to the current events, as the Critics fight what may be their final battle, especially for those who may be on their suicide paths. Even makes it foreshadowing since [[spoiler: their world is coming to an end]].

* The remaining critics standing together on the bridge of USS Exit Strategy [[spoiler: and awaiting their impending doom in the Plot Hole, talking about what a great run they've had as reviewers]]. Really, how can't you get teary-eyed at that?

* Critic's utter look of peace when he [[spoiler: merges with the PlotHole]]. Whether it's happy or sad tears is up to you.
* Watching the USS Exit Strategy crumble when it goes into the PlotHole is distressing, to put it mildly. Not helped by Critic's reaction, where he's gone through so much shit by this point that he just looks and sound numb at having just seen all his friends die.
* The joyous reunion with [[spoiler:Spoony]] at the end, knowing [[spoiler:[[HarsherInHindsight how he parted ways with TGWTG after the shoot]]]].
* The Critic's [[spoiler: sacrifice to save his friends]] and the fact that not one them bar Film Brain and Luke seemed to know what had happened to him. After all his character development, not one of them was concerned if he was alive or dead or gave him acknowledgement for [[spoiler: becoming a hero]]. What's more, the Critic seems perfectly fine with this.

* The demise of [[spoiler:Mechakara, Zod, and Turrell]] was heartbreaking, they were all very lovable characters (well, [[spoiler: Mechakara in his own, [[TheComicallySerious unfunny way]]]]), who even had some dramatic potential. It helps that they perished while [[spoiler: quoting Shakespeare together, as if they were friends. "[[FamousLastWords To be]]...[[FaceDeathWithDignity Or not]]...[[LargeHam TO BE!]]]]
* [[spoiler: The Critic's sacrifice from Creator/DougWalker's point of view. He is watching his creation (essentially his ''child'') take charge of his life and sacrifice himself to save everyone, with only him to witness it and really remember it. RealitySubtext makes this even more tearjerking]]

* The extra ending of the movie, where in-character!Rob and Doug have no idea what to do now [[spoiler: and so decide to watch and affectionately make fun of the ''CartoonAllstars'' review]]. And like the cast singing "Rocket Man", it manages to be heartwarming and funny too.

*** And even more so when even more reviewers left in 2018.

* As of 2018, the whole movie could be consider one for the Channel Awesome fanbase, since many former TGWTG producers writing in the [[https://docs.google.com/document/d/1WZFkR__B3Mk9EYQglvislMUx9HWvWhOaBP820UBa4dA/preview# "Not So Awesome" document]] pointed to this movie's TroubledProduction, and Doug Walker's decision to kill off the Nostalgia Critic, as the root cause of their disillusionment with the site and the starting point of what is increasingly looking like its collapse.

* The opening scene recounting [[spoiler:Ma-Ti's]] death and funeral can still bring a tear to the viewer's eye. Made all the worse by finding out that he [[spoiler: became a WoobieDestroyerOfWorlds after he died]]. And they added [[LonelyPianoMusic Lonely Violin Music]] to make it even sadder.

* Luke learning Cinema Snob's fate: [[spoiler: He's gone over to the enemy's side]]. He looks remarkably crushed.

* [[spoiler: The Critic's sacrifice from DougWalker's point of view. He is watching his creation (essentially his ''child'') take charge of his life and sacrifice himself to save everyone, with only him to witness it and really remember it. RealitySubtext makes this even more tearjerking]]

** 3 years after the movie. Blip.tv was shut down after Maker, the company that own Channel Awesome, was bought by ''Disney''. The results were a mix of inconvenient to absolutely tragic ends to all the shows on Blip as they all tried to either migrate to Youtube so they could deal with their half-assed copyright claims and takedowns, or stop their shows all together and do something else. ''The danger that To Boldly Flee warned everyone has come true, and will continue to come true, so long as big corporations continue to buy into themselves!''

* The demise of [[spoiler:Mechakara, Zod, and Turrell]] was heartbreaking, they were all very amusing,if not lovable characters (well, [[spoiler: Mechakara in his own, [[TheComicallySerious unfunny way]]]]), who even had some dramatic potential. It helps that they perished while [[spoiler: quoting Shakespeare together, as if they were friends. "[[FamousLastWords To be]]...[[FaceDeathWithDignity Or not]]...[[LargeHam TO BE!]]]]

* The demise of [[spoiler:Mechakara, Zod, and Turrell]] was heartbreaking, they were all very amusing characters (well, [[spoiler: Mechakara in his own, [[TheComicallySerious unfunny way]]]]), who even had some dramatic potential. It helps that they perished while [[spoiler: quoting Shakespeare together, as if they were friends. "[[FamousLastWords To be]]...[[FaceDeathWithDignity Or not]]...[[LargeHam TO BE!]]]]