I have a few of these shorts lined up. While these are my first attempts at creating short(er) videos, I'd like to try doing some narrative voiceovers to add a little context to the video. (Maybe, like, read a piece from a book or poem or song?)

Note: Initially posted on YouTube: https://www.youtube.com/watch?v=SD_61Isu3Vc.

Only 30% of enterprises have fully moved to the cloud, yet we are already sprinting toward AI. The result?

A 95% failure rate for AI initiatives.

In this episode, I talk about why high-performance teams are failing at the finish line and why “team onboarding” must include a consistent decision-making framework to protect your margins and your sanity.

Links:

• Ben Evans: www.ben-evans.com

• The Governance Partner: hialex.cc

• Strategic Consulting: thenewcommunicate.com

• Weekly Insights: uponconsideration.com

Join me on a walk across Central Park from the West Side to the Met (and back again).

In this episode, we explore the ancient Persian city of Nishapur (a hub of the Silk Road), the hidden engineering history of Park Avenue’s most "unstable" skyscraper, and the somber reality of why we must record our thoughts during times of war.

Key moments

* How Central Park hides its traffic via "below-grade" thoroughfares

* The Silk Road: Trade artifacts from the 1930s now at the Met

* The Journaling Pivot: Why our memories of the Iraq and Afghanistan wars are unreliable

* The Citicorp Center: The building that almost toppled in the 1970s

* The "hilly" origins of Manhattan

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For the full experience (videos, images, transcript), visit wiljr.substack.com.

In this week's dispatch, we brave the "crunchy snow" and mud of Central Park to uncover the layers of history hidden between 96th and 72nd Streets. Beyond the scenery, we dive into the functional difference between embassies and consulates and take our time at the Alexei Navalny memorial.

For video and images, see:

https://wiljr.substack.com

Episode description

Will winter never end? Come walk with me through Central Park after the February blizzard and hear me talk about Alex, a new product I’m launching to help make executive-level decisions before doing dumb-ass things.

Episode references

* Alex (my new product): www.hialex.cc

* Photos from this walk: wiljr.substack.com

* The full walk-and-talk-and-photo-taking video at wiljr.substack.com

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Related work

I share examples of how early misalignment shows up inside organizations. Not at the breaking point. Before momentum makes it expensive.

https://thenewcommunicate.com

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* Alex: https://hialex.cc

Photos!

More photos!

Video!

On another cold New York morning, I walk down to the Hudson River, take some photos and talk about artificial intelligence and the collision with humans.

There’s video (see below)!

Video

Episode references

* Alex (my new product): www.hialex.cc

* Photos from this walk: wiljr.substack.com

* The full walk-and-talk-and-photo-taking video at wiljr.substack.com

* Dario from Anthropic: https://www.nytimes.com/2026/02/12/opinion/artificial-intelligence-anthropic-amodei.html

* Nick Thompson:

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Related work

I share examples of how early misalignment shows up inside organizations. Not at the breaking point. Before momentum makes it expensive.

https://thenewcommunicate.com

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Episode description

I went for a walk around Central Park with my camera in -14° weather.

There’s a video, too:

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Related work

I share examples of how early misalignment shows up inside organizations. Not at the breaking point. Before momentum makes it expensive.

https://thenewcommunicate.com

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Some photos

Visit all photos at www.wiljr.photos.

Episode description

Apple and OpenAI are on a collision course.

References

* Apple AAPL Q1 2026 Earnings Call Transcript: https://www.fool.com/earnings/call-transcripts/2026/01/29/apple-aapl-q1-2026-earnings-call-transcript/

* Apple Financial Results - Q1 2026: https://www.apple.com/investor/earnings-call/

* OpenAI’s “secret” new device is coming. Here’s what we know so far: https://www.axios.com/2026/01/23/openai-device-earbuds-sweetpea-altman

Listener response

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Related work

I share examples of how early misalignment shows up inside organizations. Not at the breaking point. Before momentum makes it expensive.

https://thenewcommunicate.com

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Episode description

Sepp Blatter. St. Pauli. DFB. Government of France. All are talking about boycotting the 2026 World Cup. And Gianni Infantino? He’s touring and meeting with city mayors to “lock in support”. With a little more than 120 days from the start of the tournament... that can’t be good.

Related links

* “Infantino takes World Cup charm offensive to US mayors”: https://apple.news/AgHMdbgBaTZWfNW3ZVXghGA

* The Beautiful Game: https://en.wikipedia.org/wiki/The_beautiful_game

* Sepp Blatter has something to say: https://apple.news/AKk9RPny5Tv6ZQytQfY-V4g

* St. Pauli has something to say: https://apple.news/APt4Fd3hzSm6mvkqs1NHG_A

* The German Football Federation) has something to say: https://apple.news/AiqsoNMVAS5WPRFpQIxbDeg

* The French Government has nothing to say (yet): https://apple.news/AiqsoNMVAS5WPRFpQIxbDeg

Listener response

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Related work

I share examples of how early misalignment shows up inside organizations. Not at the breaking point. Before momentum makes it expensive.

* https://thenewcommunicate.com

Upon Consideration

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Episode description

On a windy New York morning, I walk past one of my favorite locations in New York City (Lincoln Center) towards West End Avenue on my way to run an errand.

After listening to Ben Thompson and John Gruber this week, in addition to reading about the Google / Apple AI partnership, I wonder how afraid Apple is of OpenAI (given what’s not being said about the partnership).

This episode reflects on a single phrase in a quote from the Financial Times via 9to5Mac: ““OpenAI declined to comment. But a person close to the company said it had taken “a conscious decision to not become the custom model provider for Apple” in the autumn of last year and instead focus on building its own AI device to leapfrog the big tech companies.”

It’s this piece of that quote that has me wondering if Apple is scared of OpenAI (and Jony Ive): “instead focus on building its own AI device”.

Listener response

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Related work

I share examples of how early misalignment shows up inside organizations. Not at the breaking point. Before momentum makes it expensive.

https://thenewcommunicate.com

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