Navigating Entrepreneurship in Midlife: Embracing Age and Experience

Justin Jackson is the co-founder of Transistor, one of the most beloved podcast hosting platforms for creators. In this coaching episode, we map out the next stage of Justin’s journey—from product founder to thought leader—with a focus on building an audience, growing influence, and creating high-leverage content that compounds.

We talk about what changes when you're the face of a SaaS company, how to get more leverage from existing content, and the unique growth opportunities for creators running software businesses.

Timestamps:
00:00 Introduction
01:42 Becoming the face of Transistor
05:17 Why Justin stopped sharing behind-the-scenes
08:29 Building a creator identity outside the product
13:52 Which ideas deserve your voice?
17:35 Strategy for launching an email course
22:46 What SaaS founders can learn from creators
26:01 Writing frameworks and newsletter clarity
31:49 Audience trust and high-leverage content
36:42 The long game of thought leadership
41:00 Building in public (the right way)
51:58 Balancing company growth and personal visibility
58:36 Final thoughts on building in public and longevity
01:06:40 What Justin’s learned from years of audience-first business

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Learn more about The Nathan Barry Show: https://nathanbarry.com/show

Follow Nathan:
Instagram: https://www.instagram.com/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com

Follow Justin:
Bluesky: https://bsky.app/profile/justinjackson.ca
X: https://twitter.com/mijustin
LinkedIn: https://ca.linkedin.com/in/justinijackson
Website: https://justinjackson.ca
Transistor: https://transistor.fm

Featured in this episode:
Transistor: https://transistor.fm
Kit: https://kit.com