Episodes

Every episode, newest first. Each one names a choice an accountable operator has to make.

Livestream Wednesdays, episode Fridays, newsletter Sundays. New here? Find your own signal and subtraction.

New here? How an episode page works 1:57

A two-minute tour of an episode page: the summary and video, the ways to watch, listen and read, the transcript, the decision, the signals and subtractions, and where to act on it.

Episode 14 thumbnail Episode 14 · 2026-10-02 · 30 min

My Agents Can't Delete

Which handoff in your organization exists only because the work used to need a team, and what is it actually protecting now? Limited Edition Jonathan

Twenty minutes learning one small tool properly turned into five or six pull requests an hour and agents that never lose a file.

Episode 13 thumbnail Episode 13 · 2026-09-25 · 30 min

The Defaults Your Power Users Set

Who in your organization is actually setting the AI defaults everyone else inherits, and what would it take to move that decision somewhere else? Markus Bernhardt

The people most comfortable with AI set the defaults everyone else has to live inside, and nobody voted on it.

Episode 12 thumbnail Episode 12 · 2026-09-18 · 32 min

Automating Toward Freedom

Where do you sit on the gradient from owner to operator, now that AI makes that placement a choice rather than a drift? Omar Ladak

He holds six companies he never intends to sell, and engineered them to need less of him every year.

Episode 11 thumbnail Episode 11 · 2026-09-11 · 30 min

Before Signing That SaaS Renewal

When the renewal comes up, do you re-sign, renegotiate, or build the replacement yourself? Ankit Patel

He refused to sign the renewal, asked AI what open source could do instead, and had the replacement running in four days.

Episode 10 thumbnail Episode 10 · 2026-09-04 · 30 min

Good Enough for Agentic Work

How do you know an AI-adoption effort changed anything? Paul Gibbons

Models have been sufficient for a while. What has to go is the habit of waving through work you never read.

Episode 9 thumbnail Episode 9 · 2026-08-28 · 29 min

Dig the Second Hole

What is the smallest test that could prove you are solving the wrong problem? Lee Rodrigues

A water line diagnosis and an AI agent with a wallet turn into the same lesson: test twice before you rebuild anything.

Episode 8 thumbnail Episode 8 · 2026-08-21 · 37 min

Influence Over Reach

Are you still picking your next room, talk or channel by its size? JD Dillon · Josh Felix

Five job offers came from a website instead of a resume, after a layoff that took three and a half minutes to deliver.

Episode 7 thumbnail Episode 7 · 2026-08-14 · 30 min

Measuring Anything, Before the LLMs

What result would actually change your AI investment decision? Douglas Hubbard

Recorded in 2016, before anyone had an AI budget to defend. The three excuses for calling something immeasurable still sink AI value cases.

Episode 6 thumbnail Episode 6 · 2026-08-07 · 32 min

AI Regulations and the Chatbot Laws Already in Force

Who owns the risk when a vendor's AI speaks to your customers? Michael Simon

Chatbot obligations already took effect across nine states, the EU, and California, with real Monday-morning consequences for operators.

Episode 5 thumbnail Episode 5 · 2026-07-31 · 24 min

AI Detection and the Presumption of Guilt

Should authorship process determine quality, or should quality be measured directly? Limited Edition Jonathan

An AI detector's label damages a writer whether or not it is accurate, especially when the scan happens unannounced.

Episode 4 thumbnail Episode 4 · 2026-07-24 · 30 min

Safety & Trust in the Age of AI

What can your AI already reach that you have never named as valuable? Sabino Marquez

AI compliance turns out to be procurement in disguise, and a well-fed bull is still a bull in your apartment.

Episode 3 thumbnail Episode 3 · 2026-07-17 · 28 min

Job Search in the Age of AI

What evidence of a candidate still means anything when AI can manufacture polish? Lee Rodrigues · Christine Rodrigues

Polished resumes turned into noise, corner cases still got hired, and keeping your thought sovereignty became the real skill.

Episode 2 thumbnail Episode 2 · 2026-07-10 · 18 min

Find Your Signal, Find Your Subtraction

Which recurring commitments still deserve to exist?

Signal and subtraction get defined in plain terms, and the search for both works with or without AI.

Episode 1 thumbnail Episode 1 · 2026-07-03 · 26 min

Context Over Capability

When an AI system disappoints, do you need a better model or better context? Lee Rodrigues

The debut. The newsletter gains a live show alongside it, running on the same signal and subtraction spine.

The newsletter, every Sunday

The newsletter runs on the same spine and has never stopped, 57 issues before the show and one every week since. Read every issue.