Claim OwnershipThe CEOpeek Show
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The CEOpeek Show is a podcast where exceptional leadership stories unfold. Hosted by Dave Osh, this podcast brings you intimate, deep-dive conversations with some of the most admired CEOs in the corporate world—leaders whose companies consistently earn stellar Glassdoor ratings (typically around 4.5 stars) and impressive Glassdoor CEO approval rates higher than 90%.
Now in its third season with over 60 episodes published, The CEOpeek Show has evolved into long-form, authentic discussions, uncovering the raw, honest realities of leadership. Our guests courageously share their personal journeys, struggles, defining moments, and the unique “secret sauce” behind their remarkable success. Given the anonymity of Glassdoor reviews, consistently outstanding ratings from current and former employees reflect truly exceptional leadership**,** making these conversations uniquely insightful.
Your host, Dave Osh, is no stranger to executive excellence. As a former CEO who led multinational teams across 34 countries—including living in dynamic markets such as Israel, Hong Kong, Malaysia, Singapore, and Silicon Valley—Dave has an extensive background in guiding leaders through transformational growth. Today, he coaches senior executives in Fortune 500 corporations, mid-sized tech firms, and innovative unicorn startups, positioning them to transcend their personal and organizational potential.
Dave is also the author of the influential book CEO Potential: Transcend Self, Team, and Organization for Lasting Success in the New Age of AI, further enriching the depth and quality of conversations you’ll experience here.
The CEO Peek Show reveals the behind-the-scenes of outstanding leadership, shares the experiences of top-tier CEOs, and uncovers insights that can profoundly elevate your leadership potential.
80 Episodes
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What if the very thing that got you promoted is the thing that now limits your leadership? When Conor Bagnell stepped into the top role at MHK, part of the Hearst Health network, he did what high performers do — he provided answers. When his team asked for alignment, he went away, built the strategy himself, and brought it back. What he got in return wasn’t momentum. It was silence. That moment forced a deeper realization: at the enterprise level, leadership isn’t about being right. It’s abou...
What if the moments that hurt the most are the ones that quietly shape you into the leader you become? Keith Miller doesn’t define his leadership by success. He defines it by recovery. In this episode, Keith reflects on the setbacks that tested him — the operational missteps, the financial pressures, and the hard lessons that forced him to grow faster than he wanted to. Instead of hiding those moments, he explains how they strengthened his judgment, sharpened his instincts, and deepened his c...
What happens when playing it safe starts costing more than taking the risk? Ernesto Aguilar has spent more than three decades leading through complexity—scaling firms, integrating acquisitions, and making decisions where certainty was never guaranteed. In this conversation, Ernesto reflects on the moments when caution felt responsible—but courage turned out to be essential. We talk about fear not as something to eliminate, but as something to work with. Ernesto shares how experience, loss, an...
Some leadership lessons don’t come from wins—they come from the moments that test who you are when things don’t go as planned. Travis Hess has spent more than 15 years leading global commerce organizations, advising boards, scaling businesses, and navigating high-stakes transitions. Today, as CEO of Commerce, he carries responsibility for a global platform and thousands of customers. But in this conversation, Travis doesn’t focus on playbooks or success stories. Instead, he speaks candidly ab...
You can survive a bad deal. You can even recover from a failed strategy. But some leadership mistakes don’t announce themselves—and they don’t fade quietly. Norman Radow knows this firsthand. As the Founder and CEO of The RADCO Companies, Norman has led more than 150 real estate turnarounds, transforming distressed assets into thriving communities and building one of the most respected multifamily investment and management platforms in the industry. But in this conversation, he goes beyond tr...
What happens when the numbers are strong—but leadership still feels off course? Jay Brown, CEO of David Weekley Homes, has led at the highest levels of business, doubling the size of an S&P 500 company while building a culture rooted in trust, transparency, and people-first performance. In this conversation, Jay challenges a quiet leadership trap: when metrics pull our attention downward, leaders can lose sight of where they’re actually going. Jay shares how great leadership requires lift...
What if leadership didn’t end when the workday was over? In this episode, Jordan Smith, the CEO of Jet Dental, challenges one of the most comfortable myths in leadership: that work and life can be cleanly separated. Drawing on lived experience and deep reflection, Jordan explores how the quality of a leader’s day at work doesn’t stay at work—it ripples into families, relationships, and the lives of people far beyond the office walls. In a powerful moment inspired by Clayton Christensen’s work...
What happens when leadership stops being theoretical and becomes deeply personal? Lance Loveday, CEO of Closed Loop, didn’t grow into a stronger leader through a new strategy or framework. His transformation came through life itself. After losing his father, Lance found that grief reshaped how he showed up—not just as a person, but as a CEO. What emerged was a deeper commitment to his values, greater emotional clarity, and a steadier, more grounded way of leading. In this deeply human convers...
What happens when a CEO builds a culture where disagreement isn’t a threat — it’s a requirement? Lisa Rosenthal, CEO of Mayvin, leads with unapologetic transparency. She invites dissent, celebrates challenge, and believes alignment is only possible when people are willing to say the uncomfortable things out loud. In her world, “conflict” isn’t chaos — it’s clarity. And she pushes her teams to embrace it through a simple rule: disagree twice, then commit. In our conversation, Lisa shares the...
What if the trait that once got you in trouble became your greatest leadership asset? What do you do when your entire industry changes overnight? When AI upended the search world, Phillip Thune, CEO of Adthena, faced a leadership crucible few CEOs ever encounter: transform the company’s core business or risk being left behind. In this gripping conversation, Philip shares how he and his team spent a thousand hours debating, redefining, and ultimately reinventing their company’s future in just ...
What happens when the very experience that built your success starts blinding you to better choices today? JP Hamel didn’t become CEO overnight. After 17+ years at N2—rising from franchisee to CRO, President, and now CEO—he’s seen the full loop: trying, failing, trying again, and learning when to let go of what used to work. In this candid conversation, JP shares how long-tenured leaders can use history as a guide without becoming attached to it—and why isolating tests (instead of hard left t...
What if the trait that once got you in trouble became your greatest leadership asset? Denny LeCompte, the CEO of Portnox, has built his leadership philosophy on a foundation of unfiltered transparency. He owns his mistakes in company-wide emails, actively invites dissent, and aligns his teams by always sharing the complete picture. A former cognitive psychology PhD turned tech leader, Denny reveals how embracing “the opposite of a poker face” can fuel trust, improve retention, and boost perfo...
What if the fastest turnaround move isn’t a strategy deck—but a calendar full of one-to-ones? Dylan Serota didn’t start as CEO. After co-founding Terminal inside the Atomic venture studio and serving as Chief Strategy Officer, he stepped into the top job during a brutal reset—RIFs, salary cuts, and a near refounding. His first act: meet every single employee one-on-one to rebuild trust, alignment, and momentum. In this conversation, Dylan shares the inflection points of moving from “influenci...
Do CEOs really need to control everything—or is that the fastest way to kill innovation? Chad Hesters, President & CEO of Boyden, learned early in his career—first as a U.S. Naval Intelligence officer and later in the corporate world—that the most effective leaders are not autocrats at the top of the pyramid. Instead, the best leaders empower others, build trust, and create organizations where accountability and innovation thrive. In this episode, Chad shares with me how his military expe...
The most trusted leaders aren’t the ones who avoid conflict—they’re the ones who step into it with courage and clarity. Marc Zionts has built an extraordinary international career, leading companies across Israel, India, Japan, China, and beyond. As the CEO of SundaySky, he believes that leadership means making the hard calls, being radically transparent, and fostering trust through direct, honest communication. But Marc’s perspective isn’t only shaped by boardrooms—it’s grounded in a life we...
What if the secret to true leadership isn't chasing outcomes but embracing genuine service? Ben Kessler discovered the core of his leadership philosophy at a surprisingly young age when his father taught him that true joy emerges from serving others. From nearly becoming a Catholic priest to navigating the challenging world of McKinsey consulting and eventually becoming CEO of 66degrees, Ben’s diverse journey underscores the profound power of intentional human connection and selfless leadersh...
What happens when your deepest personal tragedy reshapes your purpose and transforms your approach to leadership? Harry Bruell spent 25 years passionately leading conservation efforts, growing small regional programs into a nationwide movement. But in 2016, the unimaginable happened—Harry lost his 14-year-old daughter to suicide. This profound loss became a pivotal turning point, compelling Harry to shift his life's mission toward helping individuals facing mental health challenges and disabi...
We've all had difficult bosses, but what happens when your first boss is straight out of Hollywood’s worst nightmares? Brian Underhill started his career under a toxic boss who screamed, cursed, and threw objects at him, leading Brian to question everything about work and leadership. Instead of breaking him, this experience inspired Brian to become obsessed with transforming the way leaders lead. Today, he’s the Founder & CEO of CoachSource, the world’s largest executive coaching provide...
In this revealing interview, Wynne Nowland, Bradley & Parker CEO, shares her simple, yet powerful worldview of expansive and united leadership. Bradley & Parker is a premier insurance, risk management, and financial services firm founded in 1939 in Long Island, New York. With more than 15,000 clients, including publicly traded companies with complex global insurance programs and the largest software framework company for autonomous systems, Bradley & Parker is one of the l...
In this insightful interview, Paula Schneider, Susan G. Komen CEO, reveals the leadership lessons she learned from leading global organizations. Susan G. Komen is a global movement that, over 30 years, has led the way in funding $3 billion in groundbreaking research, community health initiatives, and advocacy programs in local communities across the U.S. and in more than 30 countries, serving millions of people. Paula joined Komen three and a half years ago, after serving as president and C...
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