This series is the Trope Namer for:
Strong Bad: Um... no, from what I can tell, you wear no pants and have blue soles glued to the bottoms of your feet.
- Acting for Two: In Limozeen's original appearance in a still photo, Matt Chapman played all four band members.
- Ascended Fanon: The Brothers Chaps themselves forgot that the Fhqwhgads Robot's Fan Nickname "Visor Robot" was Fanon, and upon realizing their mistake, gave the nickname a why not instead of Jossing it.
- Beam Me Up, Scotty!:
- That wasn't Strong Sad that said "I'm saaaaad that I'm flying"; it was a Powered By The Cheat version, not the real deal. Similarly, the line "Oh, some animal died," was originally said by Homestar impersonating Strong Sad. Even the creators get this one confused. He eventually got around to saying both, though. His line "I don't like food anymore" was something Strong Bad dreamed up.
- Homsar never claimed to have been raised by a cup of coffee. Strong Bad imagined that as being the sort of thing Homsar would say. However, it seems that Strong Bad was right.
- The Quote of the Week often supplies misquotes to some lines, such as Strong Sad himself saying "Some animal died!" or Senor Cardgage saying "You bet small girl! How 'bout I hit you on the slant?" This could be attributed to the creators using outtakes as quotes of the week.
- Cash Cow Franchise: Not to the extent of other cash cows, but when co-creator Matt Chapman looked at all the T-shirt orders he received, he wondered "Are there even this many people in the world!?" The creators now live entirely off of the sales of their merchandise.
- This cartoon had the four "games that may be released in a possible future" redone into Thy Dungeonman, Secret Collect, Rhino Feeder, and Strong Bad Zone.
- The fictional band Limozeen did two live tours in 2008, played by Matt Chapman (Larry) and the real-life band Y-O-U (everyone else).
- Hey, It's That Guy!: The Knight in the live-action "Peasant's Quest" trailer is played by Lucky Yates, an Atlanta-based actor who went on to play multiple roles on Good Eats and Dr. Krieger on Archer.
- The Red Stapler: Strong Bad's BMW lighter. Though the Brothers Chaps had nothing to do with them eventually getting made, they weren't actually available when Strong Bad first started flashing one around, and continued to be so for years.
- Schedule Slip:
- The creators have been guilty of this from time to time, mainly when the creators' family lives get in the way. Also, while Strong Bad Emails were originally meant to be released every week, they were later reduced to being "updated somedays" so that other kinds of cartoons could get their fair share.
- From April to December 2010, the Brothers Chaps went over eight months without producing any new cartoons, a combination of family matters (both brothers are parents now) and working on other projects. The site began updating again in December before resuming the hiatus so that Matt Chapman could work in California on animation freelance work and Mike would take care of the families during this time. They finally updated again on April Fools' Day 2014, hanging a lampshade on the fact that the Brothers Chaps hadn't updated in years.
As of July 2014, Matt Chapman confirmed on the Jeff Rubin Show that he is back in Georgia and seriously wanting to bring back the series. The Brothers Chaps said they planned to rev the series back up sometime in Summer-Fall 2014, following through on October 3 with Fish Eye Lens.
- Talking to Himself:
- All of the major characters except Marzipan, Pom Pom (who only speaks in bubbles), and The Poopsmith (who has only spoken once in the cartoon's entire history), are usually portrayed by one guy (Matt Chapman). And let's not get into the ramifications of the characters impersonating each other's voices...
- Teasing Creator: They have acknowledged a lot of fan questions that will never be answered. This, for example.
- Throw It In: The small "i" in Trogdor the BURNiNATOR's official all-caps name is there because that's what the capital "I" of the font the Brothers Chaps used looked like, making it funny enough to keep.
- Vaporware: Level 10 of Stinkoman 20X6, which was revealed to be because the person who the Brothers Chaps had do the artwork for moved away.
- Subverted in the case of Dangeresque 3, which was referenced for years before finally being made as the plot for an episode of the point-and-click adventure game.
- What Could Have Been: The Brothers Chaps toyed with the idea of making the King of Town Marzipan's father in the early days of the series.
- Pretty much the DVD-exclusive cartoon "Why Come Only One Girl?", which shows ideas for other female Homestar Runner characters.
- The Wiki Rule: A slightly disturbingly thorough one at "Homestar Runner Wiki." The Brother Chaps have admitted they sometimes use it for reference about their own work.