What do late-night comedy writers know about trust, influence, and human connection that most business leaders don’t?

In this episode of Truth, Lies & Work, we’re joined by Beth Sherman — a seven-time Emmy-winning comedy writer who spent three decades in Hollywood writers’ rooms before taking what she learned into the world of business.

Beth has written for The Late Show with David Letterman, The Tonight Show with Jay Leno, Ellen, the Screen Actors Guild Awards, and the Oscars. Today, she works with leaders, sales teams, and organisations who want to build trust quickly, communicate with confidence, and connect more humanly at work.

This is not about telling jokes in meetings.

It’s about understanding why humour works, how truth creates connection, and why the most effective communicators are the most observant — not the funniest.



What you’ll learn in this episode


  
Why “truth is funny” — and what that reveals about trust and rapport



  
The difference between self-awareness and self-deprecation (and why confusing the two damages credibility)



  
How humour creates psychological safety without undermining authority



  
Why being human matters more as work becomes more automated and AI-driven



  
How observational humour helps in sales, leadership, presentations, and difficult conversations



  
Why you don’t need to be funny — you need to be emotionally intelligent and observant




Beth explains how comedians build instant rapport with strangers, and why those same principles are powerful in boardrooms, client meetings, and tense workplace moments.



Why this matters for leaders and teams

In a world where people can buy similar products, services, and solutions anywhere, relationships are the differentiator.

Humour, when used properly, signals:


  
Awareness of the room



  
Confidence without ego



  
Safety without softness



  
Humanity without oversharing




Beth’s work shows that humour isn’t about performance. It’s about connection — and connection is the foundation of trust, influence, and persuasion at work.



About our guest

Beth Sherman is a comedian, keynote speaker, and communication expert. She spent over 30 years writing comedy at the highest level before translating those principles into practical tools for business leaders.

Her upcoming book is published by Blue Goat Books.

🔗 Beth Sherman website: https://www.bethsherman.com/
🔗 Beth Sherman on LinkedIn: https://www.linkedin.com/in/beth-sherman/



🎧 Listen if you’re…


  
A leader who wants to build trust without forcing charisma



  
In sales or marketing and tired of scripts that feel inauthentic



  
Giving presentations and feeling pressure to “perform”



  
Curious about the psychology of humour and human connection




  
Navigating communication in an increasingly automated workplace



💬 Connect with Truth, Lies & Work




  
Website: https://truthliesandwork.com



  
Email: hello@truthliesandwork.com



  
LinkedIn: https://www.linkedin.com/company/truth-lies-and-work



  
Instagram: https://www.instagram.com/truthlieswork





  
Al Elliott: https://www.linkedin.com/in/alelliott/



  
Leanne Elliott: https://www.linkedin.com/in/leanneelliott/




🧠 Mental health support

If this conversation brings anything up for you or someone you care about:


  
UK & ROI: Samaritans — 116 123 | https://www.samaritans.org



  
US: Suicide & Crisis Lifeline — 988 | https://988lifeline.org



  
Australia: Lifeline — 13 11 14 | https://www.lifeline.org.au



  
Elsewhere: https://findahelpline.com

Truth, Lies and Work

HubSpot Podcast Network

269. Why Truth is Funny: 7x Emmy Winner Beth Sherman on Building Trust at Work

JAN 22, 202647 MIN
Truth, Lies and Work

269. Why Truth is Funny: 7x Emmy Winner Beth Sherman on Building Trust at Work

JAN 22, 202647 MIN

Description

What do late-night comedy writers know about trust, influence, and human connection that most business leaders don’t? In this episode of Truth, Lies & Work, we’re joined by Beth Sherman — a seven-time Emmy-winning comedy writer who spent three decades in Hollywood writers’ rooms before taking what she learned into the world of business. Beth has written for The Late Show with David Letterman, The Tonight Show with Jay Leno, Ellen, the Screen Actors Guild Awards, and the Oscars. Today, she works with leaders, sales teams, and organisations who want to build trust quickly, communicate with confidence, and connect more humanly at work. This is not about telling jokes in meetings. It’s about understanding why humour works, how truth creates connection, and why the most effective communicators are the most observant — not the funniest. What you’ll learn in this episode Why “truth is funny” — and what that reveals about trust and rapport The difference between self-awareness and self-deprecation (and why confusing the two damages credibility) How humour creates psychological safety without undermining authority Why being human matters more as work becomes more automated and AI-driven How observational humour helps in sales, leadership, presentations, and difficult conversations Why you don’t need to be funny — you need to be emotionally intelligent and observant Beth explains how comedians build instant rapport with strangers, and why those same principles are powerful in boardrooms, client meetings, and tense workplace moments. Why this matters for leaders and teams In a world where people can buy similar products, services, and solutions anywhere, relationships are the differentiator. Humour, when used properly, signals: Awareness of the room Confidence without ego Safety without softness Humanity without oversharing Beth’s work shows that humour isn’t about performance. It’s about connection — and connection is the foundation of trust, influence, and persuasion at work. About our guest Beth Sherman is a comedian, keynote speaker, and communication expert. She spent over 30 years writing comedy at the highest level before translating those principles into practical tools for business leaders. Her upcoming book is published by Blue Goat Books. 🔗 Beth Sherman website: https://www.bethsherman.com/ 🔗 Beth Sherman on LinkedIn: https://www.linkedin.com/in/beth-sherman/ 🎧 Listen if you’re… A leader who wants to build trust without forcing charisma In sales or marketing and tired of scripts that feel inauthentic Giving presentations and feeling pressure to “perform” Curious about the psychology of humour and human connection Navigating communication in an increasingly automated workplace 💬 Connect with Truth, Lies & Work Website: https://truthliesandwork.com Email: [email protected] LinkedIn: https://www.linkedin.com/company/truth-lies-and-work Instagram: https://www.instagram.com/truthlieswork Al Elliott: https://www.linkedin.com/in/alelliott/ Leanne Elliott: https://www.linkedin.com/in/leanneelliott/ 🧠 Mental health support If this conversation brings anything up for you or someone you care about: UK & ROI: Samaritans — 116 123 | https://www.samaritans.org US: Suicide & Crisis Lifeline — 988 | https://988lifeline.org Australia: Lifeline — 13 11 14 | https://www.lifeline.org.au Elsewhere: https://findahelpline.com