In the official podcast from The CEO Roundtable, Scott Sustacek hosts peer-to-peer conversations about the unique challenges you deal with as a chief executive. From transformational growth to talent to acquisitions and transitioning your business, we explore the big issues that impact businesses with CEOs who have been there, done that, struggled, succeeded, and are here to share their insights.
CEO 2 CEO - Conversations with Executive Leaders of The CEO Roundtable
Claim This Podcastby CEO-ROUNDTABLE
5.0(9 reviews)
26 episodes
Updated Bi-weekly
Accepts GuestsHas SponsorsLocation 🇺🇸
22
Podcast Authority
BetaPoorBased on show quality, social media presence, reviews, charts, and more
Quality19
Social0
YouTube0
Engagement60
Podcast Overview
In the official podcast from The CEO Roundtable, Scott Sustacek hosts peer-to-peer conversations about the unique challenges you deal with as a chief executive. From transformational growth to talent to acquisitions and transitioning your business, we explore the big issues that impact businesses with CEOs who have been there, done that, struggled, succeeded, and are here to share their insights.
Language
🇺🇲
Publishing Since
10/11/2023
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22
Podcast Authority
BetaPoorBased on show quality, social media presence, reviews, charts, and more
Quality19
Social0
YouTube0
Engagement60
5
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2
Good Performance
12
Growth Opportunities
excellent
Episode Length
29 minutes
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good
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3.0/5
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Every 33 days
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Recent Episodes
June 18, 2026
Ep 25. The AI Lens: People Before Technology – Jason Dailey, Brandography – CEO 2 CEO
<p>AI is everywhere, yet many business leaders still wrestle with the same question: How do you embrace it without disrupting your culture, overwhelming your team, or creating fear about the future?In this episode of CEO 2 CEO, Scott Sustacek sits down with Jason Dailey, Founder and CEO of Brandography, to explore what AI adoption really looks like inside growing companies. Rather than focusing on the latest tools (although he will name a few), Jason shares a different perspective—one centered on leadership, curiosity, and helping employees develop what he calls an "AI lens": a new way of looking at everyday work through the possibilities AI creates. Their conversation also explores Jason's philosophy of "forcing it to happen naturally"—creating opportunities for experimentation, discovery, and habit-building that encourage teams to embrace AI. Along the way, Scott and Jason challenge common assumptions about adoption, innovation, and what it takes to build a future-ready organization. What if the biggest AI opportunity isn't the technology itself, but how your people learn to think differently?</p>
April 14, 2026
Ep 24.. 10X — From Incremental to Transformational Growth – Andy Siemens, Tailwind Voice and Data – CEO 2 CEO
<p>In this episode of CEO 2 CEO, Scott Sustacek sits down with Andy Siemens, CEO of Tailwind Voice and Data, to explore what it really means to think—and lead—at a 10X level. But this isn’t about bold declarations or flashy growth goals. Instead, Andy shares a more subtle, strategic approach—one that quietly reshapes a business from the inside out. He reveals how focus, discipline, and the right people and team can drive exponential change. This conversation challenges the way many CEOs think about growth. What if 10X isn’t about doing more… but focusing differently? If you’ve ever wondered how to accelerate a key part of your business without disrupting everything else, this episode offers a perspective you won’t want to miss.</p><p>Be sure to subscribe to CEO 2 CEO and listen in on conversations where Scott connects the dots between the issues CEO’s face and the experience of remarkable guest leaders in upcoming episodes. And, be ready to be wiser from it.</p><p><br></p>
February 5, 2026
Ep 23. Are You Ready for a Board — and Is There a Board Ready for You? – Anne Sample, Navigate Forward – CEO 2 CEO
<p>Aspirations for a board seat can often be viewed through a glamorous lens — a prestigious, and perhaps cushy, gig as a next step in one’s career. </p><p>In reality, true board work is very different than anticipated, board readiness is far more nuanced than many realize, and being good at it requires an approach unlike the one that made you successful operating a business.In this episode of <strong>CEO 2 CEO</strong>, </p><p>Scott Sustacek sits down with <strong>Anne Sample</strong>, Owner and CEO of Navigate Forward, to unpack what board readiness and successful service truly means. </p><p>Anne draws on experience as she explains the mindset shift from operator to governor, the real time commitment involved, and why the first board seat matters so much. </p><p>The conversation examines common missteps executives make, how boards evaluate fit, and how this type of search differs from a job search.If you're considering board service as a next chapter, this episode offers candid insights — and maybe an important reality check — on how to approach the journey with clarity and credibility.</p><p>The CEO Roundtable is comprised of executives representing many fast-growing Minnesota companies who desire to share their ideas, experiences, and insights. Our CEO Roundtable leadership development groups include entrepreneurs interested in growing their companies by leveraging the knowledge of their peers.</p>
26 total episodes available
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- What is CEO 2 CEO - Conversations with Executive Leaders of The CEO Roundtable?
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This podcast updates bi-weekly.
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