
1971 · Hal Ashby
How Harold and Maude has been received, argued over, and remembered.
A genuine flop in 1971 — critics were hostile and it died at the box office — but years of packed midnight and repertory screenings turned it into the definitive cult classic, and it entered the National Film Registry in 1997.
Film fans still argue over the central romance: is the 60-year age gap the whole transgressive point, or the thing that keeps it a 'problematic fave'?
The Cat Stevens soundtrack — including songs written for the film — is inseparable from it, and 'Harold and Maude' remains cultural shorthand for any unlikely age-gap romance; its DNA is all over Wes Anderson (Rushmore is practically a love letter to it).
The textbook flop-to-cult-classic story — a New Hollywood gateway film and enduring Letterboxd darling that's now simply canon.