History TearJerker / HeyArnold

--> '''Sid:''' ''[[IJustWantToHaveFriends I JUST WANTED YOU TO LIKE ME!]]'' I wanted you to be my friend! And I thought if you saw my real room, I thought you'd think I was plain and boring, and- ''and you wouldn't wanna be my friend!''

* The end of the episode "Arnold's Room." After Lorenzo finds out that Sid was lying to him and that Sid's supposed bedroom was actually Arnold's, poor Sid just ''breaks.''

-->'''Mickey:''' Y'know, kid, since I was seven-years-old, the only thing I ever wanted to do was play baseball. And I loved every minute of it, from the first time I played catch with my dad to the homerun I hit this afternoon. And... well, thanks, kid.

[[caption-width-right:350:"That's a dress for a winner. I'm simply a loser."]]

* In "Veterans Day" after Martin reveals to Gerald the truth about his time in Vietnam(he spent his entire tour of duty in as a file clerk and didn't fight in any battles)Gerald expresses disappointment to Arnold about his dad wasn't the hero he thought he was and says that he's not sure how his dad going to Vietnam made any real difference which Martin overhears him saying, he then gets a dismayed sad look and walks off.

* In "Oskar Can't Read?" after Ernie exposes Oskar for cheating on learning how to read(instead of actually doing the work Arnold gave him he paid Chocolate Boy with Malted Milk Balls to to read him the first page of a book over and over until he could memorize it)everyone acts disappointed in Oskar for lying to them thinking he was only doing it to win the bet(Ernie and Mr Hyunh both bet him money that he couldn't learn how to read in a week)and then Oskar walks around depressed at not knowing how to read and feels especially guilty at not being able to help out a young boy asking him for help in reading a map.

* In "Baby Oskar", Oskar is forced to look after his titular infant nephew, whom he initially resents but grows fond of. When he believes Baby Oskar to be sick, he rushes him to the hospital since everyone else is gone. When Oskar arrives at the hospital, [[MyGodWhatHaveIDone he feels guilty about getting Baby Oskar sick]], saying it wouldn't have happened if he had taken better care of him like he was supposed to. He even goes as far as to pray for Baby Oskar to get better. Fortunately for him, Baby Oskar does, as the Doctor tells him that he just had a minor case of [[HiccupHijinks the hiccups]].

* The ending of "Field Trip". Arnold and his grandma free Lockjaw into the open ocean. Before swimming out to sea, the elderly sea turtle looks back at Arnold with a sad look on his face. Though he's finally free, Lockjaw knows he'll most likely never see Arnold again (fortunately, he does see him again in ''The Jungle Movie'').

* "Harold the Butcher" revolves around Harold being forced to work for Mr. Green after he steals a frozen ham from his butcher shop, which he hates at first but slowly starts to enjoy. However, after his sentence ends and Mr. Green dismisses him, Harold tries to get his job back by stealing another ham, prompting Mr. Green to angrily yell at him and refuse to let him back in, making it crystal clear how much [[IrrationalHatred he absolutely hated Harold with a passion even during while he was working for him]] and [[ThisIsUnforgivable he'll never forgive him for his theft]]. Harold's tearful reaction is heartbreaking.

*** The closing scene due to it being the show's final moment (barring some out of order premieres) could be seen as such in a meta sense prior to ''The Jungle Movie'' being greenlit.
* Several moments involving Helga's family:

** The theft of the ham was an absolute BerserkButton for Mr. Green, causing him to be completely vindictive and carry an obsessive grudge against Harold for the remainder of the episode, which isn't so different from Iggy's refusal to forgive Arnold in that infamous episode.

* The episode where Olga is engaged and Helga finds out that the fiance is a JerkAss. Yes, Helga finds ''empathy'' for Olga, the person whom she's always envied and pushed away.

--> '''Pigeon Man''': Some people are meant to be with people, and others, like me, are just different.

-->"Wherever there's a bird in need of seed, I'll be there. Wherever there's a helpless flock suffering some abuse, I'll be there. ''(tears appear in his eyes as he says this)'' Wherever there's a pigeon with a weak wing or a broken beak, I'll be there..."

** Consider: Yes, Mr. Hyunh got his much-needed reunion with his daughter, but there are likely many people in real life who were in a similar situation as him during the Vietnam War, and of those people, there are probably many who never got reunited with their children.

** The fact that it incorporates the two biggest fears in a persons life time when after nine years missing Miles and Stella could safely be presumed dead. Arnold, faces a child's worst fear, the loss of his parents, while his Grandparents face the loss of their son, who possibly died before them, which no matter the age is often thought to be the greatest and most sorrowful [[AdultFear fear in an adult's life]]. These are the last words they will ever hear from their son. Though of course Arnold finds a map...