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The AI Content Strategist Big Tech Calls First

Shownote

My guest is CJ Chilvers. CJ has written three books — Principles for Newsletters, A Lesser Photographer, and The Van Halen Encyclopedia. By day, he’s Senior Content Strategist at StudioNorth.  His job is simple: get the most ROI for every word. Since ...

Highlights

In this episode, CJ Chilvers—a writer, content strategist, and AI practitioner—shares hard-won insights from ghostwriting for tech giants and building audience-first projects like *The Van Halen Encyclopedia*. He reflects not on AI hype, but on what actually moves the needle: human judgment, curation, and the quiet power of direct connection.
09:11
Editing—not writing—will be the more desired skill in the AI era
12:18
AI can do research easily and knows effective strategies from published testing results, but people, especially business people, may not prefer the truth and often mistake branding for strategy
31:05
Newsletters offer human-curated value amid rising AI-generated content
43:05
Humanized content outperforms personalized and automated content in the AI era
52:15
Employees are restricted from using external LLMs for work
1:01:07
Creators have little control over AI scraping — focus instead on building relationships with human readers
1:06:52
AI should augment production processes—not replace human creativity—in building meaningful viewer relationships
1:12:40
One person can make a big difference in life
1:18:48
Tags act as a smart filter for managing large content vaults
1:24:28
One speaker is a realist and excited about AI in app processes
1:27:46
Schools should let students use AI as a tool, as it's useful for those who struggle to start tasks
1:30:42
AI is increasingly seen as a viable conversational companion for users seeking engagement and support

Chapters

Why small teams move faster—and why big companies get stuck in cost-cutting mode
00:00
How AI helps with research but fails at closing real B2B deals
12:18
Will AI tools go ad-supported? And what would keep them ad-free?
24:42
Why hyperlinks and email newsletters are quietly winning the attention war
37:00
How top B2B companies build custom AI tools—without leaking sensitive data
49:08
What happens when your life’s work gets scraped—and why some creators don’t mind
55:12
Can AI make authentic connections? (Spoiler: It needs human direction)
1:06:52
What if you only needed *one* true fan to change your career?
1:10:00
How constraints—like tags and markdown—actually fuel creative momentum
1:18:48
What 'Live Without a Net' teaches us about realism, craft, and AI
1:24:28
Building something meaningful when your job might not exist in five years
1:27:46
How to launch a podcast—or any project—when attention is the real bottleneck
1:30:42

Transcript

Rob Kelly: I'm Rob Kelly, and this is Media and the Machine, a show about the biggest technology shift of our lifetime and how to profit from it. Each week, I talk with the founders and CEOs closest to AI and content, the ones figuring this out in real tim...