- Awesome Music:
- "Me and the Mountain"
by Team Me encapsulates not just the film's unfiltered theme of growing up and growing old, but also Jesse Desperately Looking for a Purpose in Life for much of the film and his Knight in Sour Armor outlook. The bridge also capture hints of Zibby's fear of the future. - "The Poison Tree" by Moby and Inyang Bassey plays during the OBB, highlighting Jesse's fleeting enthusiasm with life.
- The middle of the film is Jesse and Zibby discussing why Classical Music Is Cool, and several are used throughout the first Time-Passes Montage:
- Antonio Vivaldi's "Vedrò con mio diletto", which Jesse likens as making him feel like in a sexy Spy Fiction.
- Richard Wagner's "Tannhäuser: Overture", which made Jesse appreciate everything surrounding him.
- Wolfgang Amadeus Mozart's "Soave sia il vento", which Zibby (and then Jesse) describe as making everyone round them appear beautiful while listening to it.
- Antonio Vivaldi's "Vedrò con mio diletto"
- "Drive Home" captures Jesse's resolution after making peace with himself.
- The ending theme "Favorite Song" by Kaiser Cartel.
- "Me and the Mountain"
- Better on DVD: According to Radnor himself, the movie is better in it because it contains a total of 20 minute Deleted Scenes.
- Cult Classic: It only got a limited release in the U.S. and barely made over half of its estimated budget, but people who've seen it (including critics, such as Roger Ebert) speaks greatly of it.
- Germans Love David Hasselhoff: The film got double of its domestic earnings from its international profit (particularly in Australia and Europe).
- He Really Can Act: The film's main praise stems from the cast's surprisingly strong performances, particularly, Elizabeth Olsen, Josh Radnor, Richard Jenkins, Zac Efron and John Magaro.
- Hilarious in Hindsight:
- In Pitch Perfect, a Jesse ends up with an Anna... but not the Anna who's also in Twilight, sadly.
- Professor Hoberg's cabin is in the woods.
- When Nat took Jesse to a party where they see Zibby, she's with a friend who's name is Vanessa.
- Jesse's dilemma on whether to have a relationship with Zibby due to their age-difference before ultimately deciding on rejecting her becomes this when Elizabeth Olsen's later on-screen partner in the MCU, Paul Bettany, turned out to be actually older than Josh Radnor.
- Speaking of which, Elizabeth Olsen would later be paired with another older actor named Josh. And unlike in this film, her Age-Gap Romance with the other Josh is definitely not appropriate.
- Just Here for Godzilla:
- Many How I Met Your Mother fans were curious to see Josh Radnor's second directorial and starring vehicle.
- At the time the film was released, Elizabeth Olsen was a rising star, only a year fresh off her breakthrough performance in Martha Marcy May Marlene. And since her films since were Horror or a Psychological Thriller, many were intrigued to see her in a Lighter and Softer film. When Olsen's popularity became mainstream following Avengers: Age of Ultron, newer fans inevitably also checked on her previous works.
- Memetic Mutation: The clip of Zibby telling Jesse they should hug has become popular in social media sites around the late 2010s. It's usually used in every Mental Health Awareness Month.
- One-Scene Wonder: Nat steals every scene he is in.
- Retroactive Recognition:
- The film came out when Elizabeth Olsen was a rising star in the independent film scene, with this being only a year after her breakthrough performance in Martha Marcy May Marlene.
- John Magaro would soon get his breakthrough performance with his following film, Not Fade Away, and would later become noticed in the mainstream scene with his works in The Big Short, Carol, The Umbrella Academy (2019), and First Cow.
- Signature Scene: Zibby telling Jesse they should hug in an empty theater and Jesse computing his and Zibby's age difference on a piece of paper are the most remembered scenes in the film.
- Unintentional Period Piece: The film's emphasis over the Twilight saga's popularity and Hype Backlash makes it obvious it came out around the late 2000s to early 2010s.
- Watch It for the Meme: Some later viewers got to know the film thanks to the hug scene above.
