Dive Club Content OS

Turns podcast episodes into 80%-ready written content — in the host's voice. No UI. Claude Code is the interface.

RoleDesigner + Builder
ToolsClaude Code, Python
Year2025
Impact~80% less manual editing per episode
Context

Every episode = 4 hours of manual writing

Show notes, newsletter, social posts, hooks. All in Ridd’s voice. All by hand.

The Hard Part

AI that sounds like a specific person

Not "good enough" — exact. Three major versions to crack voice matching.

Breakthrough

60 seconds of a human talking to himself

A brain dump recording became the most important input. Not a better model, a human one.

What Shipped

Record → Run → Done

Episode + brain dump in, newsletter + social + notes out. Zero UI.

Context

Ridd hosts Dive Club, one of my favorite design podcasts and a big influence on how I think about my career. In 2025, I got to work with him on an agentic pipeline to produce the written content that goes out with each episode.

After every episode, Ridd needed show notes, newsletter copy, social posts, and hooks. All manual, all slow, all eating into time he could spend on his next episode or his startup.

Voice Matching

Three major versions to crack a problem nobody had solved well yet

The bigger challenge was making AI-generated writing sound like a specific person's voice. Early drafts read like every other AI newsletter: technically correct, zero personality.

Each version got closer. V1 nailed the ideas but sounded generic. V2 had better rhythm but still read like an AI wrote it. V3 finally sounded like Ridd — because the input changed.

V1 · Early pass

“Why designers are severely undervalued when they’re actually the key differentiator in the AI era”

Close on idea, not on voice
V2 · Style-tuned

“Why design becomes the differentiator when everyone can build software”

Tighter rhythm, still generic
V3 · Brain Dump

“what happens when everyone is a 7/10 designer”

Ridd’s voice, Ridd’s angle
Breakthrough

60 seconds of a human talking to himself became the single most important input to the entire system

Before and After

No UI. No dashboard Ridd has to learn. He records an episode, runs it through the Claude Code pipeline with his brain dump, and gets back a newsletter draft, social posts, show notes, and hooks — all in his voice.

Without Brain Dump · transcript only
Newsletter

What do you do when everyone becomes a 7/10 designer overnight? Carl Rivera thinks most companies are asking the wrong question. As Shopify's new CDO, he's betting that design, not AI models, will be the critical differentiator when software becomes infinitely generatable.

Hook

The 7/10 Designer Transformation: AI makes everyone a 7/10 at every job, including design.

With Brain Dump · transcript + voice
Newsletter

In an AI era, what does it look like to reimagine e-commerce from first principles? That's the question Shopify's Chief Design Officer, Carl Rivera, has set out to answer, so this week's episode is all about Shopify's big bet on design and craft as the ultimate differentiator.

Hook

Why design is undervalued: for everyone else, design is the most valuable talent. When software is essentially free, how do you make something people will actually pay for?

What Shipped

An end-to-end pipeline with zero UI

Every episode flows through the same sequence: no manual steps, no copy-paste, no prompt engineering on Ridd's end. Here's what came out of it for Episode 17.

See the “+ a lot more” at the end of Ridd's bullet list? That's a signature Ridd phrase, italics and all. The AI picked it up from the training data and the published version kept it.

Tiny detail, but this is what voice matching looks like in practice.

🤿 Dive Club · Ep. 17 · Carl RiveraSep 19, 2026

hot paths

what happens when everyone is a 7/10 designer

In an AI era, what does it look like to reimagine e-commerce from first principles? That's the question Shopify's CDO, Carl Rivera, has set out to answer so this week's episode is all about Shopify's big bet on design and craft as the ultimate differentiator.

We go deep into:

· What happens when AI makes everyone a 7/10 designer· What most design teams get wrong when casting vision· Why every designer at Shopify is learning to ship to production· Carl’s thesis for why designers are severely undervalued· + a lot more
Full System

An integrated and adaptive pipeline

The full content pipeline runs end-to-end with no manual steps. Transcript and brain dump go in, newsletter, social posts, show notes, and hooks come out — all in Ridd's voice.

Click to explore — scroll to zoom, drag to pan
Reflection

I spent weeks trying to get the perfect transcript. Ran episodes through local Whisper, experimented with cleanup scripts, kept chasing accuracy. Turns out a clean-enough transcript from Riverside and 60 seconds of Ridd talking to himself was all it needed.