Chat the Chief

About Chat the Chief

Your microdose of workplace culture and leadership insights—straight from a CEO of a multi-billion dollar global talent, consulting, and AI company. Bert Bean worked his way up to CEO after first joining Insight Global over 20 years ago. Now, he’s pulling back the curtain for a raw and unfiltered peek into how Insight Global operates and his take on leadership, resiliency, and the future of work. Joining him are Culture and Tech expert Steve Wasik and Sales Executive Katie Hillary as they get to the root of what makes companies thrive. No fluff. No sugarcoating. Just real conversations from real leaders, reshaping the way we think about work.

Publisher

Insight Global

Category

business

Language

en

Explicit

No

First episode

26 Jun 2025

Latest episode

30 Sept 2026

Latest episodes

12 of 17 episodes have a transcript.

1. 

   30 Sept 2026TRANSCRIPT

   The Comeback List Nobody Asked For (But Everyone Will Have an Opinion On)

   Insight Global CEO Bert Bean, Technology Solutions expert Steve Wasik, and Strategic Accounts VP Katie Hillary discuss resilience and reinvention through iconic comebacks in this interview episode.

2. 

   16 Sept 2026TRANSCRIPT

   The Price of Becoming Ft: Ryan Hawk

   Insight Global CEO Bert Bean interviews executive coach Ryan Hawk about the consistent effort and uncomfortable growth required to achieve personal and professional excellence.

3. 

   12 Aug 2026TRANSCRIPT

   The Advice We Wish We Had at 22

   Insight Global CEO Bert Bean, VP of Technology Solutions Steve Wasik, and VP of Strategic Accounts Katie Hillary share career advice they wish they had at 22, emphasizing risks and learning.

4. 

   29 Jul 2026TRANSCRIPT

   What Failure is Trying to Teach You

   Host Bert, Katie, and Steve explore how embracing failure reveals truth, builds resilience, and ignites breakthroughs, offering valuable lessons for navigating challenges.

5. 

   8 Jul 2026

   The AI Job Apocalypse: “It ain’t real!”

   Insight Global CEO Bert Bean interviews Steve Wasik and Katie Hillary about how AI reshapes work and boosts productivity, not causes job loss.

6. 

   10 Feb 2026TRANSCRIPT

   Uncertainty Isn’t Your Enemy, Hesitation Is

   CEO Bert Bean, Steve Wasik, and Katie Hillary explore navigating economic uncertainty, emphasizing recognizing early signs of change and taking bold action to create opportunities, providing a playbook for uncertain times.

7. 

   7 Jan 2026

   Catch People Doing the Right Thing: The Power of Recognition

   Bert Bean, Steve Wasik, and Katie Hillary explore the profound impact of recognition on workplace culture, discussing how praise influences performance, belonging, and brain chemistry, ultimately providing leadership tips for authentic appreciation.

8. 

   9 Dec 2025TRANSCRIPT

   Is Gen Z Opting Out of Leadership?

   CEO Bert Bean, Culture Expert Steve Wasik, and Sales Chief of Staff Katie Hillary examine Gen Z's role in leadership, discussing their workplace values and the importance of purpose and recognition.

9. 

   11 Nov 2025

   Make Me Your Champion: Selling 101 with Bert Bean, CEO of Insight Global

   Insight Global CEO Bert Bean shares his three-step sales method, revealing how to effectively pitch ideas and gain buy-in from various stakeholders in this interview.

10. 

    1 Oct 2025TRANSCRIPT

    Ego and Pride: What Makes or Breaks Leaders

    CEO Bert Bean, VP Steve Wasik, and Chief of Staff Katie Hillary examine the balance between confidence and arrogance in leadership, exploring the psychology of ego and the importance of humility.

11. 

    17 Sept 2025TRANSCRIPT

    Inspire First, Lead Second: The Storytelling Advantage

    Bert Bean, Steve Wasik, and Katie Hillary explore the power of storytelling as a leadership tool, emphasizing how effective communication inspires and shapes perceptions in this interview.

12. 

    2 Sept 2025TRANSCRIPT

    What Cracker Barrel Teaches Us About Nostalgia, Outrage, and the Risks of Rebranding

    Insight Global CEO Bert Bean and VP of Talent Services Steve Wasik analyze Cracker Barrel's logo simplification and the internet's reaction, highlighting the importance of understanding your brand and people in this interview.

13. 

    19 Aug 2025TRANSCRIPT

    The Value of Knowing Exactly Where You Stand

    CEO Bert Bean, VP Steve Wasik, and Chief of Staff Katie Hillary explore Insight Global's core value of understanding one's position, emphasizing personal responsibility and progress in both professional and personal life.

14. 

    5 Aug 2025TRANSCRIPT

    All in for AI ft. Santosh Kandle

    Insight Global's Santosh Kandle discusses the trajectory of AI, emphasizing the transformative potential of agentic AI and its current applications for creating tangible business outcomes in this interview.

15. 

    22 Jul 2025TRANSCRIPT

    The Power of Obsession

    CEO Bert Bean and VP Steve Wasik explore how harnessing obsessive tendencies can lead to success in careers and passions, interviewed by Katie Hillary.

16. 

    8 Jul 2025

    Our Employees Were Firing Us: The Insight Global Culture Turnaround Story

    Insight Global's CEO Bert Bean, VP Steve Wasik, and Chief of Staff Katie Hillary discuss how the company transformed its culture to address high employee turnover, focusing on prioritizing people and achieving business results.

17. 

    26 Jun 2025

    Taking the Wrong Turn: The Daily Habits That Build Resiliency

    CEO Bert Bean, VP Steve Wasik, and Chief of Staff Katie Hillary discuss personal resilience stories and organizational health, offering insights into building resilient habits in the workplace.

Inside a recent episode

The Comeback List Nobody Asked For (But Everyone Will Have an Opinion On)

Published 30 Sept 2026 · Transcript excerpt

[…] He did that movie with Sandra Bullock, A Time to Kill, I think, which was really good. Great movie. Unbelievable. And then he becomes like the rom-com guy. He's ripping those out. He talks about this in his book, Green Lights, which is a great book. He was How to Lose a Guy in 10 Days. All that. Gold Rush. Gold Rush. And then he, Sahara, I think. Yeah. Not that I've seen them all, but I've seen a lot of them. Sorry. Anyway, so he goes away for like 14 months, doesn't take another role. He keeps turning away rom-coms, keeps turning away. Even like $20 million offers. He's like, I want to do something serious. […]

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

6,208,944

Score snapshot 15 Sept 2025

Apple Podcasts (US)

4.5 / 5

24 ratings

Podcast Authority Score: 30 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

6

Social presence

0

YouTube

86

Engagement

51

Contact Chat the Chief

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

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