HeyJaredThe Scaling CEO
The Scaling CEO is where fast-growth CEOs reveal the strategies behind scaling their companies—and themselves.
- Indexed episodes, last 90 days
- 39
- Latest publication
- Sep 8, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 7, 2026
Latest episodes
AI Should Be Your Co-Pilot, Not Your Driver | The Scaling Executive Podcast (opens the original)
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In this episode, I sit down with Adam Harris, CEO and co-founder of Cloudbeds, to explore what it really takes to scale a global technology company. We discuss the lessons he learned from finance and consulting, the challenges of scaling across 41 countries, knowing when to say no, and how CEOs can scale themselves without becoming the bottleneck. We also take a deep look at AI, from using it as a co-pilot to preparing your company’s data and operations for a major shift in how businesses work.
Your Managers Should Still Be Operators | The Scaling Executive Podcast (opens the original)
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In this episode, I sit down with Augustin Prot, co-founder and CEO of Weglot, to discuss how to build and scale a company without losing focus. We explore why he and his co-founder deliberately kept the team small, how they approach hiring and profitability, and why managers at Weglot are still expected to contribute operationally. We also discuss company culture, the four-day workweek, hybrid work, and how Augustin is using AI across the business while also adapting Weglot’s product to a rapidl
You Have to Step Back to Scale | The Scaling Executive Podcast (opens the original)
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In this episode, I sit down with Lindsay Glassco, President and CEO of Plan International Canada, to discuss what it really takes to scale an organization. We talk about letting go of control, building trust, creating a resilient organization, aligning employees around strategy, and knowing when to step back as a CEO. Lindsay also shares her perspective on AI, organizational culture, leadership, and why AI itself may not be the differentiator in the future.
You Become the Bottleneck When You Do Everything | The Scaling Executive Podcast (opens the original)
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In this episode, I sit down with César Cabrera, Co-Founder and CTO at Ualett, to explore how technical leaders can scale themselves and their teams. We discuss why technology should serve the user, how to build from the outside in, the importance of delegation, and how leaders can avoid becoming the bottleneck. César also shares how his team uses AI to accelerate coding, testing, prototyping, and customer self-service.
Your Best People May Not Fit Your Next Stage | The Scaling Executive Podcast (opens the original)
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In this episode, I sit down with Brian Rich, Managing Partner at Catalyst Investors, to discuss what it really takes to scale a company and make the difficult decisions that come with growth. We talk about how CEOs and their teams need to evolve, managing boards, investment strategy, AI, and the challenge of predicting where technology is heading. Brian also shares how he thinks about AI-enabled businesses, physical AI, healthcare technology, and creating long-term value.
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