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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 e... more

PublishesTwice monthlyEpisodes18Founded6 months ago
Number of ListenersCategories
BusinessManagement

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Latest Episodes

Most fintech infrastructure is built to sell.

Features designed for pitch decks. Prices set for markets. Products shipped fast.

The result? Platforms everyone tolerates — but nobody loves.

In the latest episode of Scaling Without Breaking, host Ro... more

Building the “perfect” product sounds like the right move.

It wasn’t.

In this episode of Scaling Without Breaking, host Roland Siebelink sits down with Glenn Richmond, Founder & CEO of Fieldmagic, who nearly killed his startup by over-engineering i... more

Mental health assessments rely on what people say they feel.

But what if words aren’t the most reliable signal?

In this episode of Scaling Without Breaking, host Roland Siebelink sits down with Bechara Saab, Co-Founder & CEO of Mobio Interactive, w... more

Early-stage startups feel like a series of small decisions.

They’re not.

In this episode of Scaling Without Breaking, host Roland Siebelink sits down with Anthony Rose, Founder & CEO of SeedLegals, to explore the reality founders face when every de... more

Returning to the company you founded sounds like a victory lap.

Except, it wasn’t.

In this episode of Scaling Without Breaking, host Roland Siebelink sits down with Erki Koldits, founder of Kontaktikeskus, who once scaled the company from 25 to 250... more

He spent nearly three-quarters of his $60M in funding.

Not on bad hires.

Not on a failed product.

But on the wrong go-to-market playbook.

In the latest episode of Scaling Without Breaking, I sat down with Neil Cresswell, Founder & CEO of Portaine... more

Scaling to 8,000 merchants sounds like a hiring story.

It wasn’t.

In this episode of Scaling Without Breaking, host Roland Siebelink sits down with a founder who built a merchant network of 8,000+ — with a team of fewer than 70 people.

No bloated ... more

Scaling looks glamorous until enterprise customers start pulling you in ten different directions.

Ashish Agrawal built an AI company serving NBC Sports, Comcast, the PGA Tour, WWE, and U.S. Olympic teams—with just 11 people, no outsourcing, and no e... more

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Scaling Without Breaking launched 6 months ago and published 18 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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