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‘Tommy Boy’ With Bill Simmons, Sean Fennessey, and Cousin Sal

April 3, 2020 · Tommy Boy (1995) · Adventure · Comedy · 1:28:15 · ▶ Listen on Spotify

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Most Rewatchable Scene

Bill SimmonsTommy on the boat with Julie Warner - the scene where he talks about his father's death, then gets heckled by kids and she defends him▶ 31:14
Cousin SalTommy's first sales meeting where he reenacts the car accident - calls it his favorite and most rewatchable▶ 36:03
Sean FennesseyTommy's first sales meeting where he reenacts the car accident with the brake pads demonstration▶ 36:16

What's Aged the Best

Bill SimmonsRob Lowe's performance - he's really good in this movie and showed a comedy side that wouldn't have been predicted in the 80s▶ 46:22
Cousin SalThe casting of Bo Derek with Rob Lowe vs Brian Dennehy - the age dynamics and how they nailed that casting▶ 48:58
Sean FennesseyBrian Dennehy's performance - he's overqualified but locked in and willing to go toe to toe with Farley on all the dumb bits▶ 49:38

Casting What-Ifs

Bill SimmonsRob LoweRob Lowe in Richard's role would have been weird; Spade was the right choice over Sandler or Lowe. McConaughey would have been fun in the role. Roseanne Barr not playing Helen was probably a good miss.▶ 59:39

Joey Pants Award

Bill SimmonsZach GrenierZach Grinier (Tommy's board member with bulgy eyes who was in Fight Club and Curb Your Enthusiasm)▶ 1:00:59
Sean FennesseyZach GrenierZach Grinier - 'He is absolutely the winner of this category, without question'▶ 1:01:01

Dion Waiters Award

Cousin SalRob LoweRob Lowe - agreed with the pick▶ 1:06:08
Sean FennesseyRob LoweRob Lowe - praised his four scenes, especially the cow tipping scene▶ 1:05:54

Half-Assed Internet Research

Bill SimmonsMultiple trivia facts including Rob Lowe being uncredited, Farley doing his own stunts, the Spade-Farley altercation over Rob Lowe, Bo Derek's Razzie nomination, both hosts dating Lori Bagley, and original title being 'Billy the Third of Midwestern'▶ 1:12:19
Cousin SalAdded details about Farley being too sick to go out, Farley crushing Spade's tuna sandwich, and 'Rocky Road' as another considered title▶ 1:13:13
Sean FennesseyLiked 'Billy the Third of Midwestern' as a title, calling it 'pretty highfalutin'▶ 1:14:31

Apex Mountain

Bill SimmonsChris FarleyChris Farley (yes), David Spade (yes, though notes younger generation knows him from Grown Ups), Julie Warner (yes for Tommy Boy), break pads (yes), Holy Shnikes (yes)▶ 1:14:38
Cousin SalChris FarleyHoly Shnikes, which Farley took from John Candy in Planes, Trains and Automobiles▶ 1:16:31
Sean FennesseyJulie WarnerJulie Warner's apex was Doc Hollywood due to the emerging from water scene, similar to Bo Derek's moment; also agrees on break pads▶ 1:15:16

Best Quote

Bill SimmonsMultiple quotes including 'A lot of people go to college for seven years. I know they're called doctors', 'I'm retarded', 'Did you eat a lot of paint chips as a kid?', and 'I just barfed on an animal'▶ 1:20:46
Cousin SalI could get a good look at a steak by sticking my head up a bull's ass. But I'd rather take the butcher's word for it.▶ 1:21:50

Probably Unanswerable Questions

Bill SimmonsBo Derek probably killed Tommy Sr. by poisoning him during the wedding reception, and Tommy and Julie Warner's relationship status is unclear - they went on one date but never kissed yet she seems like his girlfriend▶ 1:22:19
Cousin SalAgrees Bo Derek likely murdered Tommy Sr. and thinks Tommy and Julie Warner could work as a couple long-term despite the unclear nature of their relationship▶ 1:22:43
Sean FennesseyBelieves in the possibility of love between Julie Warner and Chris Farley's Tommy, though acknowledges the physical logistics would be terrifying given their size difference▶ 1:25:07

Who Won the Movie

Cousin SalChris FarleyAgrees with Chris Farley choice and reflects on missing him, noting how effective he would have been at coronavirus PSAs▶ 1:25:51

Movies Referenced (26)

Title (year)LinksMentionsMentioned byFirst
Wayne's World (1992)IMDb ↗Lb ↗7Bill Simmons, Sean Fennessey, Cousin Sal▶ 22:02
Hancock (2008)IMDb ↗Lb ↗3Cousin Sal▶ 56:04
Billy Madison (1995)IMDb ↗Lb ↗2Bill Simmons▶ 59:31
Happy Gilmore (1996)IMDb ↗Lb ↗2Sean Fennessey▶ 55:23
Sing (2016)IMDb ↗Lb ↗2Bill Simmons, Cousin Sal▶ 38:23
A Time to Kill (1996)IMDb ↗Lb ↗1Bill Simmons▶ 1:00:06
Cast Away (2000)IMDb ↗Lb ↗1Bill Simmons▶ 1:25:32
Chef (2014)IMDb ↗Lb ↗1Bill Simmons▶ 20:59
Dazed and Confused (1993)IMDb ↗Lb ↗1Bill Simmons▶ 1:00:03
Death of a Salesman (1951)IMDb ↗Lb ↗1Sean Fennessey▶ 49:49
Enemy of the State (1998)IMDb ↗Lb ↗1Bill Simmons▶ 1:27:34
Falling Down (1993)IMDb ↗Lb ↗1Bill Simmons▶ 1:12:50

Directors Referenced (1)

NameLinksMentionsMentioned byKnown ForFirst
Tom BradyIMDb ↗Lb ↗3Cousin Sal, Bill SimmonsThe Hot Chick▶ 23:56

Actors Referenced (52)

NameLinksMentionsMentioned byKnown ForFirst
Chris FarleyIMDb ↗Lb ↗84Bill Simmons, Cousin Sal, Sean FennesseyTommy Boy▶ 3:34
Rob LoweIMDb ↗Lb ↗32Bill Simmons, Cousin Sal, Sean FennesseySt. Elmo's Fire▶ 34:03
David SpadeIMDb ↗Lb ↗30Bill Simmons, Cousin Sal, Sean FennesseyTommy Boy▶ 4:09
John BelushiIMDb ↗Lb ↗25Bill Simmons, Cousin Sal, Sean FennesseyNational Lampoon's Animal House, The Blues Brothers▶ 7:56
Bo DerekIMDb ↗Lb ↗15Bill Simmons, Cousin Sal, Sean FennesseyTommy Boy▶ 34:03
Julie WarnerIMDb ↗Lb ↗15Bill Simmons, Sean FennesseyTommy Boy, Doc Hollywood▶ 31:18
Adam SandlerIMDb ↗Lb ↗7Bill Simmons, Cousin SalBig Daddy, Little Nicky▶ 11:05
Brian DennehyIMDb ↗Lb ↗7Cousin Sal, Bill Simmons, Sean FennesseyFirst Blood▶ 48:30
Dan AykroydIMDb ↗Lb ↗7Cousin Sal, Sean Fennessey, Bill SimmonsGhostbusters▶ 55:35
Bob DoleIMDb ↗Lb ↗5Bill Simmons, Cousin Sal▶ 4:05
Chris RockIMDb ↗Lb ↗4Bill Simmons, Cousin SalThe Longest Yard▶ 11:15
Julie BowenIMDb ↗Lb ↗3Sean FennesseyHappy Gilmore▶ 1:11:40

Writers Referenced (5)

NameLinksMentionsMentioned byKnown ForFirst
Roger EbertIMDb ↗Lb ↗8Bill Simmons, Sean Fennessey, Cousin Sal▶ 17:46
Lorne MichaelsIMDb ↗Lb ↗4Bill Simmons▶ 16:46
Bonnie TurnerIMDb ↗Lb ↗1Cousin Sal▶ 23:56
Matt LomanIMDb ↗Lb ↗1Sean Fennessey▶ 49:51
Taylor WorstIMDb ↗Lb ↗1Bill Simmons▶ 1:13:30

Cinematographers Referenced (2)

NameLinksMentionsMentioned byKnown ForFirst
Barry AckroydIMDb ↗Lb ↗5Bill Simmons, Cousin SalThe Hurt Locker, Captain Phillips, United 93▶ 56:27
Michael GrantlandIMDb ↗Lb ↗1Bill SimmonsThe Other Guys▶ 1:07:43