
EP 141: Craig Hewitt on Leadership, Tough Decisions, and Scaling a Business
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About this listen
In this episode, host Brendan Rogers sits down with Craig Hewitt, founder of Castos, to discuss his journey from podcaster to SaaS entrepreneur. Craig shares the challenges of building a podcast hosting platform, the struggles of leading a growing business, and the lessons he’s learned along the way.
They dive into podcasting trends, personal branding, and the realities of entrepreneurship. Craig also opens up about fundraising, layoffs, and what it takes to scale a company while staying true to its vision. Tune in for an honest conversation about leadership, growth, and the evolving podcasting landscape.
View the episode on YouTube: https://youtu.be/SjBoUaSSkt4
SHOW HIGHLIGHTS
00:00 - Welcome & Introduction
00:48 - Craig’s Background & the Birth of Castos
02:31 - The Evolution of Podcasting & Media
05:23 - Starting a Business in a Known Industry
08:48 - The Biggest Struggle: Communicating with Developers
12:34 - Who is Castos’ Ideal Customer?
15:35 - The Challenges of Being a Solo Founder
20:46 - Hard Leadership Decisions & Business Growth
27:39 - Learning from Failure & Business Strategy
38:53 - Personal Branding & Marketing in 2024
47:54 - Building a Strong Leadership Culture
50:26 - Craig’s Podcast & Closing Thoughts
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Resources
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