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Better Bad Ideas with Sean O'Brien

News EN ↓ 76 episodes

Sean M. O'Brien sits down with the realest personalities on earth. First episode drops January 15th, 2025 and every Wednesday after that. Follow @betterbadideas

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Episodes

Thank You & Happy Holidays From Us! 24.12.2025 0:50

Just a quick thank you to all you wonderful folks that make Better Bad Ideas a regular part of their week! See you January 7th with a new episode! Better Bad Ideas • https://www.instagram.com/betterbadideas • https://www.tiktok.com/@betterbadideas • https://x.com/betterbadideas Subscribe to Better Bad Ideas on Spotify & Apple! • https://open.spotify.com/show/5Br4YZ6h20M6VZGBtIsaBs?si=eaa75a585c7f4...

Pasta & Potatoes! | Better Bad Ideas w/Sean O'Brien | Ep. 48 17.12.2025 1:20:44

Sean sits down fellow Bostonites Michael Flaherty and Tommy Falcucci. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes of Bet...

Is This "Budding" Industry Ready To Unionize? | Better Bad Ideas w/Sean O'Brien | Ep. 47 10.12.2025 1:17:58

Sean sits down cannabis proponents Shawn McCarron and Jay McAuliffe. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes of Bett...

Longshoremen Break Down The Future of America's Ports | Better Bad Ideas w/Sean O'Brien | Ep. 46 03.12.2025 1:37:46

Sean sits down ILA leaders Bernie O'Donnell, George McEvoy, and attorney Mike Feinberg. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. N...

NYC Teamsters Have Thoughts About Mamdani | Better Bad Ideas w/Sean O'Brien | Ep. 45 26.11.2025 1:14:54

This week Sean is joined with Union leaders Tom Gesualdi and Kevin McCaffrey. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episode...

Sean Takes On Your Questions! | Better Bad Ideas w/Sean O'Brien | Ep. 44 19.11.2025 1:02:02

This week Sean answers your questions! Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes of Better Bad Ideas drop every Wednes...

John Fetterman Opens Up About The Shutdown | Better Bad Ideas w/Sean O'Brien | Ep. 43 12.11.2025 1:10:56

This week Sean sits down Senator John Fetterman to talk about the shutdown. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes...

A Navy SEAL’s Mission to Heal | Better Bad Ideas w/Sean O'Brien | Ep. 42 05.11.2025 1:31:05

This week Sean sits down with Marcus Capone to chat about new treatments for PTSD and more. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more informatio...

The Couple That Pods Together... | Better Bad Ideas w/Sean O'Brien | Ep. 41 29.10.2025 1:21:32

This week Sean welcomes his partner Christine Lynch in this intimate episode. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episode...

Boxing Legend Micky Ward | Better Bad Ideas | Ep. 40 22.10.2025 1:08:32

This week Sean steps into the ring with boxing legend Micky Ward. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes of Better...

Boston Rapper Slaine Has Been Quietly Building An Incredible Filmography | Better Bad Ideas | Ep. 39 15.10.2025 1:37:19

This week Sean sits down with Boston rapper/actor, Slaine. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes of Better Bad Ide...

Stand Your Butt Up! The Sit Down w/ Senator Markwayne Mullin | Better Bad Ideas | Ep. 38 08.10.2025 1:25:37

This week Sean sits his butt down with Senator Markwayne Mullin. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes of Better B...

How Comedy Legend Steve Sweeney Fell Into Stand Up | Better Bad Ideas w/Sean O'Brien | Ep. 37 01.10.2025 1:18:35

Sean sits down with Boston comedy legend Steve Sweeney. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episodes of Better Bad Ideas...

The Good Boss Mentality: Sobriety, Strength, & Second Chances | Better Bad Ideas w/Sean O'Brien | Ep. 36 24.09.2025 1:25:03

Sean sits down with Victor The Good Boss, Bobby Valiente and Johnny Bart to talk recovery. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information...

UPS Workers Needlessly Suffering In The HEAT! |Better Bad Ideas w/Sean O'Brien | Ep. 35| Better Bad Ideas w/Sean O'Brien | Ep. 35 17.09.2025 1:49:08

Dave Reeves, Hector Medina, & Ryan Legget sit down with Sean to discuss the unsafe conditions UPS workers face every day on the job. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit ht...

Why Amy Acton Wants To Be Ohio's Next Governor | Better Bad Ideas w/Sean O'Brien | Ep. 34 10.09.2025 1:27:51

Amy Acton sits down with Sean O'Brien on this week's episode to talk about her campaign for Governor of Ohio. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ f...

This Union Janitor Is Going Viral | Better Bad Ideas w/Sean O'Brien | Ep. 33 03.09.2025 1:20:24

Comedian and custodian Jimmy Cash sits down Sean on today's Better Bad Ideas. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more information. New episode...

Former Obama White House Directors On Democrat's Crisis | Better Bad Ideas w/Sean O'Brien | Ep. 32 27.08.2025 2:01:46

Former Obama White House co-workers Carrie Twigg & Brad Jenkins join Sean today on Better Bad Ideas. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/ for more i...

This Union Bricklayer Was Jumped For Trying To Organize! | Better Bad Ideas w/Sean O'Brien | Ep. 31 20.08.2025 1:42:29

Sean sites down with Sean Allen from Union Proud Warrior to discuss the big issues facing union members today. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.com/...

Teamsters Push Back Against UPS Greed! | Better Bad Ideas w/Sean O'Brien | Ep. 30 13.08.2025 1:09:37

Sean is joined by Teamsters Peter Alvarado, Antonio "ChiChi" Santana, and Joe Foti to discuss UPS's attempt to buy drivers out of their contracts, breaching their contractual obligations. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcare navigation and advocacy f...

Teamsters Strike Republic Services! | Better Bad Ideas w/Sean O'Brien | Ep. 29 06.08.2025 1:15:04

Sean is joined by Teamsters Brian Beaton, Mike Ortiz, and Tom Mari to discuss the strike against Republic Services. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. This episode is also brought to you by LaborFirst, the leader in healthcarenavigation and advocacy for plan sponsors, union members, and retirees. Visit https://laborfirst.c...

Is Vivek Ramaswamy The Next Governor Of Ohio? | Better Bad Ideas | Ep. 28 30.07.2025 1:09:56

This week Sean is joined with Ohio Governor hopeful, Vivek Ramaswamy. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. New episodes of Better Bad Ideas drop every Wednesday! Subscribe and hit the bell to be notified when they go live! Also available where ever you download podcasts! Chapters 00:00:00 | Intro 00:00:17 | Vivek Ramaswamy 0...

Massachusetts Mischief w/Sean O'Brien & Friends | Better Bad Ideas w/ Sean O'Brien | Ep. 27 23.07.2025 1:41:24

This week Sean is joined with his childhood best friends for a peak into what it was was like growing up in Massachusetts. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. New episodes of Better Bad Ideas drop every Wednesday! Subscribe and hit the bell to be notified when they go live! Also available where ever you download podcasts! C...

Jon Voight Wants To Save Hollywood | Better Bad Ideas w/ Sean O'Brien | Ep. 26 16.07.2025 59:24

Academy Award Winner and Trump appointed Ambassador to Hollywood Jon Voight sits down with Sean O'Brien. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. New episodes of Better Bad Ideas drop every Wednesday! Subscribe and hit the bell to be notified when they go live! Also available where ever you download podcasts! Chapters 00:00 | In...

How A.I. Will Replace Actors & Churn Out Slop w/Justine Bateman (Pt. 2) | Better Bad Ideas w/Sean O'Brien | Ep. 25 09.07.2025 49:03

Part 2 of Justine Bateman talking about the dangers of A.I. in Hollywood. Special thanks to our Launch Sponsor, Keches Law Group! Visit https://www. KechesLaw.com for your legal needs. New episodes of Better Bad Ideas drop every Wednesday! Subscribe and hit the bell to be notified when they go live! Also available where ever you download podcasts! Chapters 00:00 | Intro 00:16 | Welcome Back Justin...