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#1044Unlearn72.0 / 100Get badge
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Unlearn

Hosted by Barry O'Reilly

The way to think differently is to act differently and get comfortable with being uncomfortable. For business leaders, entrepreneurs, managers and anyone who wants to improve how they work and live: Welcome to the Unlearn Podcast.

184 episodes · publishes fortnightly · latest 2026-06-24 · ~42 min/episode

Rank

#1044

Substance

72.0

/ 100

Breakdown

Scored 2026-07
Updated monthly

Leadership rank

#92 of 1041

Best B2B Leadership Podcasts →

Across the index

#1044 of 6183

Substance

Top 17%

outscores 83% of the index

Why it scores where it does

Unlearn ranks #1044 on The B2B Podcast Index with a substance score of 72.0 out of 100, scored across 1 recent episode. It scores highest on guest caliber and insight density. John Cutler is a genuine product practitioner actively building Dotwork and drawing on real customer observations and internal experiments, which is more credible than a pure thought-leader slot; however he is startup-stage with largely anecdotal evidence, and the conversation never surfaces enterprise-scale or rigorous operational data.

The five-dimension breakdown

Averaged across 1 recently scored episode, with cited evidence.

Insight Density

15.0 / 20

The episode contains a handful of genuinely useful ideas - the three-metacognition taxonomy (individual, social, computational), the five-level objection-handling framework, and the contrast between known-complicated vs. emergent-strategy problems - but these are heavily diluted by host monologues that restate rather than advance the argument, and by platitudes about intentionality and slowing down.

“Individual metacognition, being generally aware about how you think yourself. Social metacognition is the understanding that people think differently or perceive things differently... Computational metacognition is understanding what the hell LLMs are doing and what they aren't doing”

“the difference between a 6 out of 10 survey and an 8 or 9 out of 10 survey can be massive in terms of the decision quality you take from it”

Originality

14.0 / 20

The three-metacognitions framing and the 'levels of AI-assisted collaboration' built around the objection handling offsite are fresh and practically useful, but the broader conversation recycles widely circulated 2024 AI discourse - AI exposes how you think, teams plus AI compound outcomes, intentionality matters - without adding a strongly contrarian or first-principles argument.

“it's almost like an amphetamine driven IKEA effect”

“I almost say it's like imagine if you had a team of a thousand chiefs of staff, your company, who dutifully sort of understood what was going on locally and then translated it to the global version”

Guest Caliber

16.0 / 20

John Cutler is a genuine product practitioner actively building Dotwork and drawing on real customer observations and internal experiments, which is more credible than a pure thought-leader slot; however he is startup-stage with largely anecdotal evidence, and the conversation never surfaces enterprise-scale or rigorous operational data.

“we were at an offsite@dotwork and we did one of the most effective AI activities that I've done”

“I've been jumping in to do some coding@.org today. Someone wasn't looking at my pull request... I think I deployed everything. And I immediately had this terror in my eyes”

Specificity & Evidence

15.0 / 20

The P&G/Harvard 776-team study with specific outcome multiples is the episode's strongest data point, and the objection handling offsite walkthrough is genuinely concrete and step-by-step; however most other claims rest on unnamed customers, vague observations from the platform, and unverified anecdotes.

“they did with Procter and Gamble. They studied 776 of their teams with Harvard... if you pair up teams with AI, they can have three XD outcomes”

“20 teams were saying they were all going to move the same metric. It's impossible, never going to happen”

Conversational Craft

12.0 / 20

The host rarely challenges or pushes on specific claims, and repeatedly takes very long turns to restate the guest's points in his own words before asking the next question; the conversation advances mostly through the guest's own volition rather than sharp host intervention, and the opening segment is an infomercial for the host's own book.

“So I think one of the things that are just to unpack what you're sharing there, you know, most people are still in an experience where they're looking for answers from these tools, right... And again, your example, whether it's a survey and the team are sort of like working like the survey is a product”

“This isn't about becoming an AI expert. It's about becoming a better decision maker. All captured in our book, Artificial Organizations.”

Standout episodes

  • Judgment in the Age of AI with John Cutler

    2026-06-24

    72

Rank over time

First period on the Index - history builds from here.

Episodes

1 scored on substance · 60 tracked in total.

  • Judgment in the Age of AI with John Cutler

    2026-06-24 · 51 min

    72 / 100

Frequently asked

What is Unlearn's substance score?
Unlearn scores 72.0 out of 100 for substance and ranks #1044 on The B2B Podcast Index. That puts it ahead of 83% of the B2B podcasts we rank and #92 of 1041 in Leadership. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is Unlearn worth listening to?
Yes - Unlearn outscores 83% of the B2B leadership podcasts and shows we rank on substance, so a leadership operator is likely to come away with something useful.
Who hosts Unlearn?
Unlearn is hosted by Barry O'Reilly.
How often does Unlearn publish?
Unlearn publishes fortnightly, has 184 episodes, released its most recent episode on 2026-06-24.
Which Unlearn episode should I start with?
Our highest-scoring recent episode is "Judgment in the Age of AI with John Cutler" (72/100) - a good place to start.

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Guests who've appeared

John Cutler

Topics this show covers

The themes that come up most across this show's episodes.

OKRsprioritization frameworksDecision-making heuristicsPugh AnalysisDotwork platformTacit knowledge and judgmentIED detectionSurvey design methodologyCognitive architectureExpert judgment vs. experiential judgment

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