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
Do you want to be a more confident leader? Get your FREE workbook at https://thecultureofleadership.com/confident-leader-workbook/
-- LINKS --
(When available, we use affiliate links and may earn a commission!)
*** PRODUCTS WE LOVE *** (and use!)
✅ Check them out at https://thecultureofleadership.com/products-we-use/
*** BOOKS WE LOVE *** (and read!)
✅ Check them out at https://thecultureofleadership.com/books-we-recommend/
Subscribe to Culture of Leadership podcast:
Apple Podcast: https://apple.co/3oPVZhU
Spotify: https://spoti.fi/2LvUjvI
Google Podcasts: https://bit.ly/3aZlglJ
Castro: https://bit.ly/3yILSRo
Pocket Casts: https://bit.ly/34nqOSz
Podchaser: https://bit.ly/2SxL15F
iHeartRadio: https://ihr.fm/3xVl4fw
Deezer: https://bit.ly/3w1gvib
Podcast Addict: https://bit.ly/3hiY3w7
Resources
Culture of Leadership Website (https://thecultureofleadership.com/)
Brendan Rogers LinkedIn (https://www.linkedin.com/in/bjrogers01/)
Culture of Leadership Podcast Website (https://thecultureofleadership.com/podcast/)
Culture of Leadership LinkedIn (https://www.linkedin.com/company/the-culture-of-leadership/)
Culture of Leadership Facebook (https://www.facebook.com/tcolpodcast)
Culture of Leadership Instagram (https://www.instagram.com/thecultureofleadership/)
DISCLOSURE: We often link to products & services we regularly use and think you might find helpful. Wherever possible we use referral links. This means, if you click one of the links and make a purchase we may receive a small commission or other compensation.
We're fans of Amazon, and many of our links to products are links to those products on Amazon. We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and related sites.
Popular Podcasts
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!