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Both Henry and Doug had relationship issues with a girl named "Tracy", Henry during college and Doug in high school.

In the ending credits, a remake of the song "True" is sung by Will i Am and Stacy Ferguson. This same song is sung by Steve Buscemi at the end of The Wedding Singer (1998).

# # The Cafe that they keep meeting at is actually a house they fixed up for the movie. It is located on a macademia nut farm on the eastern side of Oahu. The same house was used in Tears of the Sun (2003). And they also filmed scenes from Jurassic Park (1993) in the open fields nearby.

In the first scene where Henry walks into the Hukilau Cafe', Nick can be seen wearing a gray greasy tank top with the "W Y" logo of the Weyland-Yutani company from the Alien movies.

Actor/Producer Anthony Begonia was set to play a cameo as an ukulele player but was unavailable.

This movie reveals the ending of The Sixth Sense (1999)

Henry makes a video for Lucy to remind her of the events that have occurred since her accident. One of the items is "Red Sox win the World Series...” followed by "... Just Kidding". During the year of the film's release, the Red Sox actually broke an 86-year drought and won the World Series. Drew Barrymore made the movie Fever Pitch (2005) about an avid Red Sox fan and they filmed the final scene on the Busch Stadium field while the Red Sox celebrated winning the 2004 World Series.

Originally entitled "50 First Kisses".

# # In an early scene a dentist and a woman in the dentist's chair are seen talking with each other. The woman playing the dentist is Jackie Sandler, Adam Sandler's wife. And the woman in the chair is played by Linda Segal, director Peter Segal's wife, who actually is a dentist in real life.

# # The neurological condition that Lucy suffers from, Goldfield Syndrome, is entirely fictional. True anterograde amnesia affects either short-term memory, which can last minutes or seconds, or intermediate-term memory, which can last days or weeks. Falling asleep has nothing to do with the condition, and sleep actually intensifies many chemical effects which help memory.

The book Lucy reads at breakfast, "Still Life With Woodpecker - A Sort Of A Love Story" by Tom Robbins, is a love story set in Hawaii.

When Henry and Lucy are first at his place they see two dolphins that Henry calls Mary-Kate and Ashley after the Olsen twins.

"Jocko" was played by Sivuqaq, one of four walruses living at Six Flags Marine World in Vallejo, CA. The three female walruses featured in the film are named Siku, Uquq and Qiluk.

Rob Schneider’s character Ula was inspired by Siope Samuela Ula Lomu, a Tongan concierge at a luxury rental property at which Schneider, Adam Sandler and Drew Barrymore are regular visitors. Lomu has the same blinded, grayed-over left eye that Schneider's Ula has, but there's not much resemblance beyond that. Says Lomu, "They aren't like some other top Hollywood people. They're really normal."

The original script set the movie in Seattle, the hometown of scriptwriter George Wing.

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