The Way of Product w/ Caden Damiano

The Way of Product w/ Caden Damiano

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The Way of Product with Caden Damiano

Every week I publish two conversations with people who build in technology and product. Each one comes with a narrative essay that puts you inside the conversation through my eyes.
Two free conversations a week with world‑class builders in tech and product, plus rich episode breakdowns that distill the core ideas and themes into an AI‑friendly index you can query later.

Recent posts

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42:57
#191 John Long: What Happens When Sales Stops Trusting Product
Watch now | Sales reps start inventing products, product teams retreat into silos, and the customer gets caught in the middle. The CEO of Thynk AI…
 • Caden Damiano
49:12
#190 Michael Ferranti: the $100 million lesson in what happens when product strategy overrides engineering discipline
Watch now | Sonos had excellent DevOps: Kubernetes, CI/CD, Datadog, an internal engineering blog they were proud of. Then someone decided to release new…
 • Caden Damiano
1. Intercom: The Buttons That Survived the AI-Native Rebuild
Brian Donohue, Intercom’s VP of Product, on thinking big enough to reinvent a company.
 • Caden Damiano
50:33
#189 Issac Hicks: The Jobs AI Takes Are the Ones Nobody Wanted
Watch now | His counter to the displacement narrative: if those workers were already profitable, imagine what they’re worth when they’re finally doing…
 • Caden Damiano
48:37
#188 Paul Glover: 33 Crimes, Five Years in Prison, and the Coaching Practice He Built From Nothing
Watch now | 33 white-collar felonies and five and a half years in federal prison. Today his largest coaching client is a billion-dollar distribution…
 • Caden Damiano
49:01
#187 Joshua Altman: Story, Narrative, Brand: the three stages of communication—and why your narrative is probably the problem.
Watch now | A fractional chief communications officer who started as a multimedia news producer cutting five videos a day, explains why the AI era…
 • Caden Damiano
47:49
#186 Adam Spector — Disrupt Yourself Before Your Boss Does It for You
Watch now | A 4x founder, 200+ company investor, and former Twitter PM explains why the employees who survive the AI era are the ones who build the…
 • Caden Damiano
54:54
#185 Caden Damiano - Reinventing Your Career for the AI‑Native Era
Watch now | AI Didn’t Change the Game—It Changed Who Can Play
 • Caden Damiano
50:48
#184 Adam Callinan: Operational Pain Creates Product Taste
Watch now | Adam Callinan didn’t set out to build a profitability platform. He set out to not go broke. The lessons he learned through operational pain…
 • Caden Damiano
26:12
#183 Eric Ries - Why Good Companies Go Bad & How Great Companies Stay Great
Watch now | Eric Ries spent 15 years watching successful companies lose their soul. Then he went and found the companies it didn't happen to — and…
 • Caden Damiano
50:18
#182 - Tyler Wells: It’s Way More Expensive to Talk About Building Now
Watch now | The PM who spends a week in whiteboard sessions has already lost. Braingrid.ai whose agents act as both product manager and tech lead…
 • Caden Damiano
46:58
#181 Artem Koren: When Your Moat Becomes the Floor
Watch now | His company built transcription from scratch, and then watched LLMs commoditize the entire core product — and what he built next reframed…
 • Caden Damiano
The Way of Product w/ Caden Damiano
The Way of Product w/ Caden Damiano
Two free interview podcasts a week with top builders in tech and product—plus detailed episode summaries that break down the core ideas and themes, structured so an AI agent can index and surface what you need.
Top posts
Want better product and design sense?

Strategy

View all
#190 Michael Ferranti: the $100 million lesson in what happens when product strategy overrides engineering discipline
Watch now | Sonos had excellent DevOps: Kubernetes, CI/CD, Datadog, an internal engineering blog they were proud of. Then someone decided to release new…
 • Caden Damiano
49:12
#187 Joshua Altman: Story, Narrative, Brand: the three stages of communication—and why your narrative is probably the problem.
Watch now | A fractional chief communications officer who started as a multimedia news producer cutting five videos a day, explains why the AI era…
 • Caden Damiano
49:01
#181 Artem Koren: When Your Moat Becomes the Floor
Watch now | His company built transcription from scratch, and then watched LLMs commoditize the entire core product — and what he built next reframed…
 • Caden Damiano
46:58
#178 - Tim Beattie: The Consulting Model Incentivizes Going Slower
Watch now | Tim Beattie spent 25 years inside major consulting firms and came to one uncomfortable conclusion: it's in the consultant’s financial…
 • Caden Damiano
48:29
#177 - Marlena Sarunac: The One Phrase That Ended a Startup's Six-Month Sales Plateau
Watch now | Nobody was buying. Marlena Sarunac spent weeks with a clients team before they landed on three words — and the sales conversations started…
 • Caden Damiano
43:48
#173 - Yaron Schneider: The Most Valuable Thing an Engineer Can Do Now Isn’t to Write Code
Watch now | When AI can generate code faster than humans can review it, the bottleneck shifts to something harder to automate: thinking.
 • Caden Damiano
44:01
Podcasts
Logo for The Way of Product with Caden Damiano
The Way of Product with Caden Damiano
#191 John Long: What Happens When Sales Stops Trusting Product
Taste Maker
1. Intercom: The Buttons That Survived the AI-Native Rebuild
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