[4] Since he is one of the site's most popular characters, merchandise has also spun off of Strong Bad, which includes T-shirts and sweatshirts sold by the website.

In a tribute, they note that "Strong Bad Email was far and away the most popular segment on Homestar Runner" and the series and character have "remained a "massive comedic influence" on others.

As the series drew away from competition-based stories and became more character-driven, Strong Bad became less of a villain; although he still dislikes Homestar and often tries to prank him, he mostly just views him as dim-witted and irritating.

Although these are usually only slightly malevolent, Strong Bad still acts as if he is a villainous mastermind, and he is highly prone to exaggerating his alluring qualities—especially with regards to women.

The question of how he types with boxing gloves on has become a running gag due to the frequency of emails concerning it, and seems to annoy Strong Bad.

The cartoon features Strong Bad giving an Ed Emberley-inspired drawing tutorial[12] to the viewer, illustrating a fire-breathing serpent with incongruous details including stick-figure feet and a single, large muscular arm.

[21] Many elements of Homestar Runner spun off from Strong Bad Emails, such as cartoon series Teen Girl Squad or characters Trogdor the Burninator and Homsar.

[22] The storybook focuses on friends The Homestar Runner and Pom-Pom entering a strongman competition, opposed by the cheating Strong Bad.

[24][27] Strong Bad would not be revisited for several years; in 1999, the brothers wanted to learn to use Flash and returned to the Homestar Runner characters as an outlet to do so.

[28] Strong Bad quickly became the site's breakout character,[23] with Mike Chapman noting that fans seemed to enjoy "how he rags on everyone, but isn't very threatening.

"[28] The Brothers Chaps decided to give him his own segment, Strong Bad Email (abbreviated as "sbemail") beginning in 2001;[11] originally established as a brief, advice column-like format merely featuring Strong Bad typing at a computer, the format quickly evolved to more complex mini-cartoons.

"[4] He added "Strong Bad also dabbles in other media and, like Professor Cornel West, has even recorded his own rap, 'Everybody to the Limit', which builds on the delightful typographic implosion, 'fhqwhgads'", and also said "The humor likewise combines the innocence of slapstick with sharp satire of American popular culture. ...

At one point, tired of being asked how he types with boxing gloves on, Strong Bad attaches fake fingers: a shrimp, a lit birthday candle, and an action-figure toy.

[36] Strong Bad Sings (And Other Type Hits) is a 2003 album featuring new or re-recorded songs from the Homestar Runner site.

Spoken word lines from Strong Bad were featured on the Shellac song "Genuine Lulabelle", from the album Excellent Italian Greyhound.

Strong Bad makes a guest appearance on The Aquabats' 2011 album Hi-Five Soup!, providing vocals on the song "Pink Pants!".

[37] On July 14, 2012, Matt Chapman appeared onstage at an Aquabats concert in San Diego in character as Strong Bad, joining the band in a performance of "Trogdor".

[39] All songs are credited to "Strong Bad", despite the fact that many are purportedly performed by other fictional characters or are simple instrumental pieces, as a result of limits on formatting compilation albums.