Skip to content

#374 How to Thrive in a World of Continuous Transformation | Phil Le Brun and Jana Werner, Executives in Residence at AWS

August 24, 2026 · 46 min

Show notes

Technology is now moving faster than the organizations trying to adopt it. A model can be tested in an afternoon, but the approval to test it can take half a year, and that gap is where most transformation budgets quietly disappear. The structures that made companies safe and predictable — layers of sign-off, centralized control, standardized processes — were built for a world where getting things wrong was expensive. That world is gone. So what actually has to change inside a company for AI to deliver value? Which habits are holding things up? And where do you start when everything needs fixing at once?

Phil Le Brun is an Executive in Residence at AWS and previously spent over 25 years at McDonald's Corporation, where he was VP of Global Technology Development and International CIO. Jana Werner is an Executive in Residence at AWS, where she leads the Financial Services Practice in EMEA and advises Fortune 500 executive teams on transformation, having previously scaled a tech start-up to acquisition by HP, led digital transformation at Tesco Bank, and advised DHL on global change. Together they are the authors of The Octopus Organization: A Guide to Thriving in a World of Continuous Transformation (Harvard Business Review Press).

In the episode, Richie, Phil and Jana explore why AI transformations stall, the Tin Man organization and its anti-patterns, the octopus as a model for adaptive companies, why AI adoption metrics mislead, being data informed rather than data driven, making fast reversible decisions, hiring and onboarding, embedding learning into daily work, and much more.

Links Mentioned in the Show:

• The Octopus Organization (book)

• Through the Looking-Glass — Lewis Carroll (the Red Queen)

• Goodhart's law

• Annie Duke on "resulting"

• Linda Hill, Harvard Business School

• A Seat at the Table — Mark Schwartz

• Connect with Phil

• Connect with Jana

• AI-Native Course: Intro to AI for Work

• Related Episode: Your 90 Day Blueprint for AI Success with Charlene Li

• Explore AI-Native Learning on DataCamp

New to DataCamp?

• Learn on the go using the DataCamp mobile app

• Empower your business with world-class data and AI skills with DataCamp for business

All episodes of DataFramed

Settings

Display

Language

Decides which stations you see first on the home page.

History

Recently played stations and episodes and your latest searches are only stored in this browser.

Notifications

A short notice when a podcast you follow has a new episode. Turn off single podcasts with the bell on their page.

Account

Save favorites – in the app and on the website.

Keyboard shortcuts

/
Open search
Space
Play or pause
← →
In the player: back 15 s, forward 30 s (episodes) · in a row: next tile
↑ ↓
In a row: target within the tile
Home / End
In a row: first or last tile
Esc
Close window or menu
?
This overview
Now playing

Go to station page

Play next

    Add episodes with “Play next” – they play after the current episode.