Chat the Chief

Will AI replace millions of jobs...or are we asking the wrong question?  In the Season 2 premiere of Chat the Chief, Insight Global CEO Bert Bean is joined by Steve Wasik, Vice President of Technology Solutions, and Katie Hilary, Vice President of Strategic Accounts, to debate one of the biggest narratives around AI: the idea that we're headed toward an AI-driven job apocalypse. Spoiler: “It ain’t...

In this episode of Chat the Chief, Bert Bean (CEO), Steve Wasik, and Katie Hillary dig into one of the most universal challenges leaders face today: navigating economic uncertainty. From downturns to shifting market signals to AI-driven disruption, uncertainty is everywhere but the great leaders are the ones who move toward it, not away from it. Bert, Steve, and Katie unpack how to recognize the e...

In this feel-good episode of Chat the Chief, Bert Bean (CEO), Steve Wasik, and Katie Hillary unpack one of the most powerful drivers of workplace culture: recognition. Why does praise matter so much? How does it impact performance, belonging, and even brain chemistry? We explore the art and science behind recognition and share practical leadership tips for giving authentic praise that sticks. What...

Are Gen Zs in the workplace truly “consciously unbossing,” choosing personal development over management positions and opting out of leadership? In this week’s Chat the Chief, Bert, Steve, and Katie unpack all things Gen Z in the workplace—the data, the narrative, and the reality they see inside our own walls. From the rise of individual contributors to why great leadership still wins (hello, 4:50...

When's the last time you delivered a pitch that truly landed? What made it so successful? In this episode, Bert Bean, CEO of Insight Global, breaks down his approach to selling — whether it’s winning over a client, pitching an idea internally, or getting buy-in from the C-suite. Tune in to hear his three-step method for selling ideas, what makes him cringe in a meeting, and even his take on Taylor...

In this episode, Bert, Steve, and Katie explore the fine line between confidence and arrogance, and how leaders can navigate the tension between healthy pride and destructive ego. This conversation unpacks the psychology behind ego, the power of humility, and the invisible motivations that shape how we show up at work and in life. From Freud to Steve Jobs, from sports heroes to corporate culture t...

Storytelling isn’t just for books and movies—it’s one of the most powerful tools a leader has. In this episode, Bert, Steve, and Katie dive into the art of storytelling and why great leadership starts with great communication. This conversation unpacks why stories move us, how they shape the world around us, and what it takes to truly inspire others. Whether you lead a team of 5 or 5,000, if you w...

Get to know the real meaning behind Insight Global's fifth Shared Value, "Always Know Where You Stand." People deserve to know where they stand—both in life and at work. But it's on you to own your progress and seek to know where you stand. In this episode, Bert, Katie and Steve get deep on the origin story of Always Know Where You Stand and how everyone can live this value out, whether you're a l...

For the first time on Chat the Chief, we’re bringing in a guest—meet Santosh Kandle! With 20+ years in the high-tech industry, Santosh is Insight Global’s go-to expert for leading digital transformations at scale. In this episode, he breaks down where AI is headed, why agentic AI is a game-changer, and how we’re already using it to create real business impact. Santosh shares why you shouldn’t be a...

One thing about our chief? He has some obsessive tendencies. Listen in as Katie dives deeper into the obsessive minds of Bert and Steve and how they've harnessed their obsessions to succeed in their careers and in their passions outside of work. Yes...Bert talks about running again. 🏃 Have a question for Bert? We want to answer it on the air! Email your questions to chatthechief@insightglobal.com...

How a company solves problems is its culture. In this episode, Bert, Katie, and Steve take a trip down memory lane to a time where employee turnover was at 100% and Bert as a new CEO was desperate for change. Have a question for Bert? We want to answer it on the air! Email your questions to chatthechief@insightglobal.com. 📩 About the Hosts: Bert Bean started as a recruiter at Insight Global in 20...

Resiliency looks different for everyone and every organization. Listen in as Bert, Katie, and Steve share their personal stories of resilience, talk organizational health, and mock the Chief for watching Jeopardy reruns. No offense, Ken Jennings! Have a question for Bert? We want to answer it on the air! Email your questions to chatthechief@insightglobal.com. 📩   About the Podcast: Chat the Chief...