These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
YMMV: The Wedding Singer
Genius Bonus: At one point Robby tells Linda "Take off my Van Halen t-shirt before you jinx the band and they break up". The film is set in 1985, the year that singer David Lee Roth left Van Halen.
Also at when the wedding photographer rattles off several celebrity couples; younger viewers may not realize all of them ended in divorce after the time the movie was set in.
"Well, you know, you can just look at a couple and, uh, you can tell right away that they're gonna stay together forever.Like, uh, Donald and Ivana; and Woody and Mia; and Burt and Loni.."
Billy Idol: Ah, Glenn doesn't deserve her. All he cares about are possessions. Fancy cars, CD players. Even women are possessions to him.
Robbie: See? Billy Idol gets it. I don't know why she doesn't get it.
Strawman Has a Point: Subverted with Linda. While she did have some admittedly valid reasons for not marrying Robbie (he had very little money, his singing career never really took off, she wanted to have children - which would've been hugely impractical given Robbie's financial situation, etc.), any understanding we might have had for her position is shattered when Julia acknowledges the exact problems Linda cited but willingly helps Robbie to overcome them. As Robbie spends more time with Julia, he becomes rightly convinced that Linda was basically a Gold Digger, cultivating in him callously kicking her out of his sister's house after she tries to get back together with him.
Tear Jerker: Robbie goes to tell Julia how he feels but sees her talking to herself in the mirror and assumes she's happy to be with Glenn. He leaves, heartbroken.
Robbie's voice starting to crack upon seeing so many happy couples of various ages at the first wedding he works at after the break up.
The Woobie: Robbie during the "Love Stinks" scene. Julia also qualifies, as she is with someone who blatantly doesn't appreciate her.