Ep 45: Why Discomfort Is a Missing Skill in Today’s Workplace cover art

Ep 45: Why Discomfort Is a Missing Skill in Today’s Workplace

Ep 45: Why Discomfort Is a Missing Skill in Today’s Workplace

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In this solo episode of The Gen Mess with Tess, Tess Brigham explores a surprising social experiment that connected strangers across political divides and why it offers a powerful lesson for today’s leaders in the workplace.


Drawing from her background as a therapist and her coaching work with organizations, Tess unpacks what HR leaders and managers are experiencing in 2026: burnout that isn’t driven by workload or flexibility, but by chronic psychological strain, emotional role overload, and an increasing inability to tolerate discomfort.


Using the “Party Line” experiment as a metaphor, Tess examines how algorithm-driven culture has reshaped our nervous systems, intensified polarization, and made everyday workplace conversations feel high-stakes and unsafe. She breaks down how different generations experience discomfort at work, why psychological safety is often misunderstood, and how avoiding discomfort quietly erodes trust, collaboration, and culture.


This episode reframes discomfort not as a failure of leadership, but as a critical skill organizations must relearn if they want healthy teams, resilient managers, and sustainable workplace cultures.


00:01 — Welcome to The Gen Mess with Tess

Introducing the episode and the theme of learning to live in the mess.

00:58 — The “Party Line” Social Experiment Explained

Two payphones, two cities, and a radical idea: conversation without algorithms.

02:21 — Why Human Connection Changes the Nervous System

Dopamine, cortisol, and why constant conflict keeps us dysregulated.

03:42 — It’s Hard to Demonize a Human Voice

What happens when stereotypes are replaced with real conversation.

04:42 — What We’ve Lost Culturally

Discomfort avoidance, algorithm-driven identity, and polarization.

06:05 — When Beliefs Become Identity

Why disagreement now feels like danger instead of difference.

06:56 — Connection Requires Discomfort

Why real connection—socially and at work—has always been uncomfortable.

08:19 — Why Shaming Hardens People

The psychological cost of humiliation, judgment, and moral certainty.

08:49 — The Workplace Parallel

Why the “Party Line” is a metaphor for modern workplace culture.

09:16 — Generational Relationships to Discomfort

Boomers, Gen X, Millennials, and Gen Z, and how each navigates stress and challenge.

11:36 — Discomfort vs. Harm

Why discomfort is often misinterpreted as trauma or boundary violation.

12:34 — Nervous Systems, Not Moral Failures

Reframing generational conflict at work.

12:34 — The Leadership Skill We Avoid

Curiosity, repair, and staying in the conversation.

14:18 — Discomfort as Leadership Work

Why these “soft skills” are actually advanced leadership competencies.

14:48 — Final Reflection

Discomfort as the doorway to healthier workplaces and human connection.

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