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‘The Legend of Billie Jean’ With Bill Simmons and Chris Ryan

September 9, 2025 · The Legend of Billie Jean (1985) · Action · Drama · 1:23:12

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Apex Mountain

Bill SimmonsHelen SlaterDiscussed Helen Slater's career peak during mid-80s run (Supergirl, Billie Jean, Ruthless People, Secret of My Success, City Slickers) and Christian Slater's first big movie before Heathers breakthrough▶ 20:21
Chris RyanChristian SlaterAgreed with discussion of Christian Slater's early career moment and provided context about the competitive movie landscape of July 1985▶ 24:19

Most Rewatchable Scene

Bill SimmonsOpening credits with The Divinyls 'Boys in Town', Billie Jean harassment scene with Mr. Pyatt, mall exchange with sped-up 'Rebel Yell', Billie Jean watching Joan of Arc and new haircut reveal, Billie Jean's tape being played at police station▶ 28:56
Chris RyanAgrees with opening credits for authentic location feel, discusses mall scene extensively wanting more 80s mall stores, and Lloyd's rich guy house with bedroom slide to pool▶ 29:09
Craig HorlbeckFocuses on mid-80s mall nostalgia and how it's the most nostalgic era, discusses the cultural significance of mall scenes▶ 32:22

Stephen A. Smith Hottest Take Award

Bill SimmonsStranger Things creators studied this movie (along with E.T., Goonies, and Karate Kid) and would admit it if given truth serum▶ 46:54
Chris RyanAgrees with the Stranger Things take and adds that there was Karate Kid influence, specifically Eleven's haircut▶ 46:50

Big Kahuna Burger Award

Bill SimmonsMilkshake being dumped on a movie bully▶ 47:07
Chris RyanShopping cart full of junk food that Potter tries to buy at the convenience store▶ 47:24

Probably Unanswerable Questions

Bill SimmonsWhat happened the next day?▶ 49:29
Chris RyanDiscussion about the character's unrealistic expectations of Vermont based on a poster▶ 49:41
Craig HorlbeckTangential question about whether kids still hang up posters of women in their rooms▶ 49:55

Butch's Girlfriend Award

Bill SimmonsEither Billie Jean saving Kenny the Random Abuse Kid section, or Billie Jean getting shot at by two people trying to get a ransom section▶ 50:23
Chris RyanThe child abuse section where it's just like 'you got to save Kenny' but 'I'm on the run from the law, so I can't do that'▶ 50:47

Casting What-Ifs

Bill SimmonsCouldn't find any casting what-ifs▶ 59:17
Chris RyanCouldn't find any casting what-ifs▶ 59:18

Dion Waiters Award

Bill SimmonsYeardley SmithPutter▶ 1:00:22

Is This Movie Better With

Bill SimmonsChris RussoMad Dog Russo as the DA▶ 1:17:37
Chris RyanPeter SchragerPeter Schrager (new addition to the category)▶ 1:16:59

Just One Oscar

Bill SimmonsPat BenatarPat Benatar for Best Original Song with 'Invincible'▶ 1:18:02
Chris RyanJeffrey KimballJeffrey Kimball for Best Cinematography▶ 1:18:08

Best Double Feature

Bill SimmonsThe TerminatorThe Terminator - for female empowerment heroes from the mid-'80s pairing Sarah Connor and Billie Jean▶ 1:20:37
Chris RyanThe Last StarfighterLast Starfighter or Rad - classic cult VHS movies from this time period▶ 1:20:46

Who Won the Movie

Chris RyanHelen SlaterPossibly suggesting Helen Slater won the movie▶ 1:20:54

Coach Finstock Life Lesson

Bill SimmonsFair is fair▶ 1:20:56

Movies Referenced (42)

Title (year)LinksMentionsMentioned byFirst
Top Gun (1986)IMDb ↗Lb ↗7Bill Simmons, Chris Ryan▶ 9:46
The Messenger: The Story of Joan of Arc (1999)IMDb ↗Lb ↗4Bill Simmons, Chris Ryan▶ 33:22
Just One of the Guys (1985)IMDb ↗Lb ↗3Bill Simmons▶ 5:42
Pump Up the Volume (1990)IMDb ↗Lb ↗3Bill Simmons▶ 11:04
The Beach (2000)IMDb ↗Lb ↗3Chris Ryan, Bill Simmons▶ 40:43
Back to the Future (1985)IMDb ↗Lb ↗2Chris Ryan, Bill Simmons▶ 24:20
Beverly Hills Cop (1984)IMDb ↗Lb ↗2Chris Ryan, Bill Simmons▶ 24:46
Civil War (2024)IMDb ↗Lb ↗2Chris Ryan, Bill Simmons▶ 1:08:30
Nope (2022)IMDb ↗Lb ↗2Bill Simmons▶ 38:22
Alien (1979)IMDb ↗Lb ↗1Chris Ryan▶ 1:10:07
All the Right Moves (1983)IMDb ↗Lb ↗1Chris Ryan▶ 1:11:13
American Gangster (2007)IMDb ↗Lb ↗1Bill Simmons▶ 1:07

Directors Referenced (4)

NameLinksMentionsMentioned byKnown ForFirst
Keith GordonIMDb ↗Lb ↗7Bill Simmons, Chris Ryan▶ 13:02
Ken BurnsIMDb ↗Lb ↗1Chris Ryan▶ 1:08:30
Paul BellanyIMDb ↗Lb ↗1Craig HorlbeckStardust▶ 1:21:16
Paul Thomas AndersonIMDb ↗Lb ↗1Bill SimmonsPunch-Drunk Love, Licorice Pizza, There Will Be Blood▶ 11:43

Actors Referenced (58)

NameLinksMentionsMentioned byKnown ForFirst
Pat BenatarIMDb ↗Lb ↗21Bill Simmons, Chris RyanDeadpool 2, The Italian Job▶ 8:51
Helen SlaterIMDb ↗Lb ↗17Bill Simmons, Chris RyanCity Slickers▶ 9:53
Hubie Kerns Jr.IMDb ↗Lb ↗17Bill Simmons, Chris RyanThe Island▶ 8:36
Anthony PyattIMDb ↗Lb ↗12Bill Simmons, Chris Ryan, Craig Horlbeck▶ 6:29
Christian SlaterIMDb ↗Lb ↗8Bill Simmons, Chris RyanVery Bad Things, True Romance, Robin Hood: Prince of Thieves▶ 4:23
Billy IdolIMDb ↗Lb ↗6Bill Simmons, Chris Ryan, Craig HorlbeckThe Wedding Singer, Speed▶ 31:36
Peter CoyoteIMDb ↗Lb ↗6Bill Simmons, Chris Ryan, Craig HorlbeckA Walk to Remember, Patch Adams▶ 4:27
Barry TubbIMDb ↗Lb ↗4Bill Simmons, Chris RyanTop Gun, The Legend of Billie Jean▶ 59:27
Kid CudiIMDb ↗Lb ↗4Bill Simmons, Chris RyanThe Harder They Fall, Don't Look Up, Need for Speed▶ 21:36
Lou ReedIMDb ↗Lb ↗4Bill SimmonsBlue in the Face▶ 1:07:09
Rick BakerIMDb ↗Lb ↗4Bill SimmonsPlanet of the Apes, Men in Black▶ 11:56
Karl MaloneIMDb ↗Lb ↗3Bill Simmons▶ 20:51

Writers Referenced (5)

NameLinksMentionsMentioned byKnown ForFirst
Matthew RobbinsIMDb ↗Lb ↗2Bill Simmons▶ 15:39
Noah BaumbachIMDb ↗Lb ↗2Chris Ryan, Bill SimmonsThe Squid and the Whale, Marriage Story▶ 27:11
Dominique PiatIMDb ↗Lb ↗1Bill Simmons▶ 1:11:35
Paul SchraderIMDb ↗Lb ↗1Bill SimmonsFirst Reformed▶ 1:11:47
Roger EbertIMDb ↗Lb ↗1Bill Simmons▶ 27:29