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Leading Through Uncertainty with Daria Leshchenko, CEO of SupportYourApp

What does leadership look like when “normal” no longer exists? Daria Leshchenko, CEO and Managing Partner of SupportYourApp, leads a global organization across rapidly changing environments while continuing to scale an international business and distributed teams around the world. Taking over the company at just 21, […]

Anthony Romano CEO

The Leadership Mistake That Breaks Teams with Anthony Romano, CREtelligent CEO

What quietly destroys teams inside otherwise successful companies? Not bad strategy. Not market pressure. But something much closer to home. Anthony Romano has spent more than 15 years leading growth and transformation across the real estate finance and mortgage technology industries. Today, he serves as CEO […]

Conor Bagnell

When Being Right Holds You Back with Conor Bagnell

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 […]

When Failure Becomes Your Advantage with Keith Miller

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 — […]

Ernesto Aguilar is the CEO of Ardurra Group, Inc

Choosing Courage When Certainty Is Gone with Ernesto Aguilar, CEO of Ardurra

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 […]

Built in the Hard Moments with Travis Hess, CEO of Commerce

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 […]

When Success Doesn’t Save You with Norman Radow, CEO of RADCO

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 […]

Jay Brown, CEO, David Weekley Homes

When Metrics Lose Meaning with Jay Brown, CEO of David Weekley Homes

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. […]

Jordan Smith, CEO, Jet Dental

When Leadership Follows You Home with Jordan Smith, CEO of Jet Dental

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 […]

About The CEOpeek Show

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 80 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.