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Scaling Without Breaking

Roland Siebelink

Scaling Without Breaking is the podcast for startup leaders who are done winging it and ready to lead like CEOs. Straight talk only. Real stories about what breaks when your team hits 30, why people's calendars are a mess, and how to stop being your company’s biggest bottleneck. The mission is to help founders scale without losing their minds or their culture.

You’ll hear from startup CEOs, sharp... more

PublishesTwice monthlyEpisodes8Founded3 months ago
Number of ListenersCategories
EntrepreneurshipBusinessManagement

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Latest Episodes

For years, sales leaders were taught to avoid POCs at all costs.

They slow deals down. They spiral out of control. They kill momentum.

So what happens when a longtime CRO—who preached that exact advice—becomes CEO of a company built to automate PO... more

At some point, every growing company hits the same wall: too many tools, too many decisions, and not enough clarity on what actually matters.

In this conversation with Sven Sabas, founder of Dragonfly, we get very real about one of the most expensiv... more

As startups race to adopt AI, many enterprise leaders quietly admit they’re overwhelmed, underprepared, and unsure how to avoid becoming part of the 95% of failed AI initiatives. Kaspar Korjus isn’t one of them.

In this conversation, he breaks down ... more

Most companies treat OKRs like a necessary evil. Gerlinde Boback treats them like a stage—where real people, real ingenuity, and real stories move the company forward.

In this episode, she breaks down how to turn “boring processes” into shared narra... more

What happens when your biggest weakness becomes your greatest advantage?

In this episode of Scaling Without Breaking, host Roland Siebelink sits down with Pepe del Rio, founder and CEO of SESH, a fan community management platform that redefines how ... more

Meet the startup that’s rewriting the rules of real estate—one digital employee at a time.

In this episode of Scaling Without Breaking, host Roland Siebelink sits down with Yotam Cohen, CEO and Co-founder of Daisy, the AI-native property management ... more

In this special full-length episode of Scaling Without Breaking, host Roland Siebelink sits down with producer Nick for a deep dive into the why behind the podcast — and the hard truths every founder faces when their company starts to outgrow them.

more

Scaling Without Breaking is the podcast for startup leaders who are done winging it and ready to lead like CEOs. Straight talk only.

Real stories about what breaks when your team hits 30, why people's calendars are a mess, and how to stop being your... more

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Scaling Without Breaking launched 3 months ago and published 8 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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