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Tentacles - the podcast from Crown & Reach
Tom Kerwin
22 episodes
5 days ago

Hi, we’re Tom and Corissa from Crown & Reach, and this is Tentacles.


With over 100 episodes behind us, this might just be the best bad podcast out there. Unfiltered, unedited, and deeply curious.


We talk strategy, sense-making, and the blurry edges between work and the rest of life — because sometimes, the only way through the fog is to feel your way forward, limbs outstretched.


While we're migrating podcasts across, you can find all the goodness from our first 100 or so episodes here: https://shows.acast.com/triggerstrategy


Hosted on Acast. See acast.com/privacy for more information.

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Entrepreneurship
Technology,
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All content for Tentacles - the podcast from Crown & Reach is the property of Tom Kerwin and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

Hi, we’re Tom and Corissa from Crown & Reach, and this is Tentacles.


With over 100 episodes behind us, this might just be the best bad podcast out there. Unfiltered, unedited, and deeply curious.


We talk strategy, sense-making, and the blurry edges between work and the rest of life — because sometimes, the only way through the fog is to feel your way forward, limbs outstretched.


While we're migrating podcasts across, you can find all the goodness from our first 100 or so episodes here: https://shows.acast.com/triggerstrategy


Hosted on Acast. See acast.com/privacy for more information.

Show more...
Entrepreneurship
Technology,
Business,
Management
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126: Critique-al Thinking
Tentacles - the podcast from Crown & Reach
19 minutes 31 seconds
6 days ago
126: Critique-al Thinking

Tom got AI to critique his sales call. The feedback was detailed, line-by-line, technically correct... and basically useless.


In this episode, we dig into the surprising limitations of LLMs that most people don't seem to be talking about. Not the obvious media fluff about hallucinations or training data or taking everyone's jobs, but the deeper constraint: they can't reorient.


We start with our experiment using an LLM to critique one of our client discovery calls, which led to an observation about what's missing. We talk about what happens when AI conducts research interviews, why care home robots are increasing the workload they're supposed to decrease, and the crucial difference between "reading all the books" and actually understanding what matters.


This isn't anti-AI. It's about being clear about what these tools can and can't do, and why that matters for anyone doing customer research, strategy work, or trying to understand real human problems.


Including-but-not-limited-to:


  • Why the AI critique of Tom's sales call was technically brilliant but fundamentally unhelpful
  • Boyd's OODA loop and the missing "orientation" capability in LLMs
  • What happened when someone showed up to a research call... with an AI interviewer
  • The emotion gap: why LLMs can't follow the rich seams of energy in a conversation
  • Why LLMs don't know when to pivot and when to push
  • Japanese care home robots that create more work than they save, and the babysitting idiots effect
  • Venkatesh Rao's "it's read all the books" theory of LLM usefulness (and when it actually works)
  • How our "expert panel" AI prompt is useful for critique—if you keep your critical thinking switched on
  • Why pattern-matching to words isn't the same as understanding context
  • You heard it here second? Active inference models: the next wave beyond LLMs?


If you'd like a copy of our experimental "expert panel of dissenters" prompt, email us at tentacles@crownandreach.com and remember the risk: it requires your critical thinking.


References


  • Ben Ford ("Commando Dev") on No Way Out Podcast https://podcasts.apple.com/gb/podcast/agentic-ai-thinks-like-boyd-the-ooda-upgrade-llms-cant-touch/id1663685759?i=1000734032438
  • Venkatesh Rao https://substack.com/@contraptions
  • John Boyd's OODA Loop and Snowmobiling
  • JP Castlin's Strategy in Praxis https://strategyinpraxis.substack.com/p/the-only-one-writing-and-ai
  • Dave Snowden's Ritual Dissent - https://cynefin.io/wiki/Ritual_dissent

Find out more about us and our work at crownandreach.com


Hosted on Acast. See acast.com/privacy for more information.

Tentacles - the podcast from Crown & Reach

Hi, we’re Tom and Corissa from Crown & Reach, and this is Tentacles.


With over 100 episodes behind us, this might just be the best bad podcast out there. Unfiltered, unedited, and deeply curious.


We talk strategy, sense-making, and the blurry edges between work and the rest of life — because sometimes, the only way through the fog is to feel your way forward, limbs outstretched.


While we're migrating podcasts across, you can find all the goodness from our first 100 or so episodes here: https://shows.acast.com/triggerstrategy


Hosted on Acast. See acast.com/privacy for more information.