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  • Do Not Do This Cool Thing: "Phony Calls" warns about the immorality and illegality of prank calling, but at the same time making it sound like one would have a blast doing it. The instrumental bridge has an audio clip of Bart Simpson prank calling Moe's Tavern.
  • Growing the Beard: If you ask a good portion of his fans, many will say this album was a turning point in his career quality-wise. While he has always produced many excellent songs, there are those who admit that the albums, when viewed as a whole, can be uneven, with some songs more obviously dashed off than others. Here, thanks to Al having more time to work on each song, the song quality is far more consistent, with parodies such as "Amish Paradise" and "Gump" showing how much he has perfected that craft and originals such as "Everything You Know is Wrong", "I'm So Sick of You" and "The Night Santa Went Crazy" having some of the best and most layered production of his songs up to that point. Since then, three-to-four year gaps between albums, which this album benefitted from, have been the rule, with follow-ups resembling similar levels of craft. Even Al himself has stated in interviews that he feels his last six albums are far stronger than his first six, seemingly agreeing with the sentiment.
  • Harsher in Hindsight: "The Night Santa Went Crazy" became this in 2008 when Bruce Jeffrey Pardo dressed up as Santa and opened fire at a holiday party, killing eight.
  • Heartwarming in Hindsight: One of the lines in "Amish Paradise" was "on my knees day and night, scoring points for the afterlife". After the death of Coolio—and remember, he and Weird Al did make amends over the former's initial beef about the song—at least one fan replied to Weird Al's tweet about it with "Scoring points in the afterlife".
  • Mexicans Love Speedy Gonzales: Reportedly, there are several people in the Amish community who have a good sense of humor about "Amish Paradise."
  • No Such Thing as Bad Publicity: While "Amish Paradise" is hilarious on its own, it arguably wouldn't be as popular as it is had it not famously pissed off Coolio.
  • Parody Displacement: "Syndicated Incorporated" is perhaps the most obscure parody in Al's entire oeuvre, being a parody of "Misery" by Soul Asylum, a song that didn't get past Number 20 on the Billboard Hot 100 weekly charts (ultimately coming in at 99 on the Top 100 yearly); only people who were listening to the radio at a very specific point in 1995 (or were listening in particular to Alternative Rock or Mainstream Rock radio, where "Misery" hit #1 and #2 on the respective Billboard charts) will even recognize it as a parody of another song.
  • Surprisingly Improved Sequel: Alapalooza saw mixed to negative responses from fans and critics, who considered it by the numbers, overly eager to capitalize on current trends, and unmemorable apart from "Jurassic Park" (and even that drew criticism for parodying a '60s song instead of a more contemporary hit). Bad Hair Day, meanwhile, is regarded as a major improvement over even Al's best regarded previous works, with many (including Al himself) seeing it as the point where he fully hit his stride as an artist.
  • Suspiciously Similar Song: "The Night Santa Went Crazy" is an original, but it's structured almost identically to Soul Asylum's "Black Gold", which is even more curious since the album already had an actual Soul Asylum parody ("Syndicated Incorporated").
  • Unintentional Period Piece:
    • Par for the course with Al. Each of his albums is representative of the eras they were recorded and released in. This one in particular is composed of Hip-Hop, Alternative Rock, Grunge, college rock and R&B — basically, The Mid-'90s: The Album.
    • "Callin' in Sick" and "Phony Calls" both reference dialing seven-digit phone numbers. By The New '20s, many U.S. states have required ten-digit dialing, even for local calls. The latter is about the practice of prank calling, which has died out in the 21st century thanks to Star 69 and Caller ID, making it easy to identify prank callers.
    • "Syndicated Incorporated" provides its own example via the television programs it lists: many, such as M*A*S*H and All in the Family, had already been well off the air and are still perennial syndication favorites, but some, including The Oprah Winfrey Show and Hard Copy, haven't been on the air for years (decades in the case of the latter). The song also mentions Live with Regis and Kathie Lee; the latter's baggage she acquired later in The '90snote  led her to quitting in 2000, and the former retired in 2011 and passed away in 2020.
    • The backward line in "I Remember Larry." As one commenter points out, back in the '90s you did need a lot of time on your hands (or special equipment) to successfully play a piece of physical media backward, since CD players couldn't do that in the same way that an old turntable could. Nowadays, it's easy to get software that'll do the same thing to an audio file with a few clicks, to say nothing of the resurgence of vinyl and turntable sales since 2007.

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