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Better Bad Ideas with Sean O'Brien
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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Surviving The UPS Peak Season | Better Bad Ideas | Ep. 94 11.11.2026 28:48
Special thanks to our 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 Wednesday! Subscribe and hit the bell to be notified...
Will UPS Try to Replace Us If We Strike? | Better Bad Ideas | Ep. 93 04.11.2026 32:03
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 Wednesday! Subscribe and hit the bell to be n...
"Why Do You Only Talk About UPS?!" | Better Bad Ideas | Ep. 92 28.10.2026 35:28
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 Wednesday! Subscribe and hit the bell to be n...
When UPS Valued a Package More Than a Life | Better Bad Ideas | Ep. 91 21.10.2026 47:22
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 Wednesday! Subscribe and hit the bell to be n...
Why UPS Not Paying For Employee's Socks Is A Symptom Of A Bigger Problem | Better Bad Ideas | Ep. 90 14.10.2026 46:42
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 Wednesday! Subscribe and hit the bell to be n...
UPS Made $100B and Part Timers Still Can't Afford Housing | Better Bad Ideas | Ep. 89 07.10.2026 48:08
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 Wednesday! Subscribe and hit the bell to be n...
UPS Makes BILLIONS & Teamsters Demand Their Fair Share | Better Bad Ideas | Ep. 88 30.09.2026 37:38
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 Wednesday! Subscribe and hit the bell to be n...
Inside UPS: Split Shifts, Harassment, & the Fight for Better Conditions | Better Bad Ideas | Ep. 87 23.09.2026 30:16
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 Wednesday! Subscribe and hit the bell to be n...
UPS CEO Called Buyouts and Layoffs "Bumps In The Road" | Better Bad Ideas | Ep. 86 16.09.2026 33:14
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 Wednesday! Subscribe and hit the bell to be n...
Strike Fund Ready: Preparing UPS Members for the Fight Ahead | Better Bad Ideas | Ep. 85 09.09.2026 33:11
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 Wednesday! Subscribe and hit the bell to be n...
"It's Disrespectful and Disgusting" – Sean O'Brien on UPS Management | Better Bad Ideas | Ep. 84 02.09.2026 25:05
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 Wednesday! Subscribe and hit the bell to be n...
The Last-Mile Problem: How Amazon and FedEx Use Contractors to Dodge Responsibility 26.08.2026 37:01
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 Wednesday! Subscribe and hit the bell to be n...
UPS Leadership is Destroying the Package Delivery Business | Better Bad Ideas | Ep. 82 19.08.2026 36:51
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 Wednesday! Subscribe and hit the bell to be n...
UPS vs. Teamsters: Why Contract Enforcement Matters | Better Bad Ideas | Ep. 81 12.08.2026 24:34
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 Wednesday! Subscribe and hit the bell to be n...
The Truth About UPS’s “Partnership” with Teamsters 05.08.2026 40:08
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 Wednesday! Subscribe and hit the bell to be n...
The UPS Contract is Coming: Are We Ready? | Better Bad Ideas w/Sean O'Brien | Ep. 79 29.07.2026 44:18
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 Wednesday! Subscribe and hit the bell to be n...
Why This CEO Embraced the Teamsters Union | Better Bad Ideas w/Sean O'Brien | Ep. 78 22.07.2026 1:20:07
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 Wednesday! Subscribe and hit the bell to be n...
UPS vs. The Teamsters: Corporate Trickery Meets Union Power | Better Bad Ideas | Ep. 77 15.07.2026 44:22
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 Wednesday! Subscribe and hit the bell to be n...
Post Teamsters Election Win Q&A! | Better Bad Ideas w/Sean O'Brien | Ep. 76 08.07.2026 45:29
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 Wednesday! Subscribe and hit the bell to be n...
Massachusetts State Senator Nick Collins | Better Bad Ideas w/Sean O'Brien | Ep. 75 01.07.2026 1:12:01
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 Wednesday! Subscribe and hit the bell to be n...
Boston's First Black Police Commissioner - William Gross | Better Bad Ideas w/Sean O'Brien | Ep. 74 24.06.2026 1:33:16
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 Wednesday! Subscribe and hit the bell to be n...
How Social Media Destroyed American Politics | Better Bad Ideas | Ep. 73 17.06.2026 1:13:02
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 Wednesday! Subscribe and hit the bell to be n...
legal 13.06.2026 3:01
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Building A Fitness Dynasty w/ Steve Cardillo | Better Bad Ideas | Ep. 72 10.06.2026 1:14:10
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 Wednesday! Subscribe and hit the bell to be n...
A New Era of Union Organizing w/Union Proud Warrior | Better Bad Ideas | Ep. 71 03.06.2026 1:02:23
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 Wednesday! Subscribe and hit the bell to be n...
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