hey. it's wil.

Episode title: 031: We were in Brooklyn with Maduro.

Notes:

* Talking politics

* We were in Brooklyn when Maduro was being flow in (A post-episode realization)

* Change is coming for us all

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This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Podcast title: Upon Consideration

Episode title: 030: “This is intentionally boring.”

Notes:

* End of year banger

* A five-mile walk, across Central Park and back, in the frigid cold

* New lens on the film camera!

* What’s changing at Upon Consideration

Call me?

* tel:+13476945202

* Click/Tap the link above

* Send me a voice mail or text!

* More info here

Note: By leaving a message, you’re giving permission for excerpts to be referenced anonymously unless you explicitly say otherwise. Not every message is shared. All messages are read or listened to.

Links:

* Recent weekly email

* From listeners like you

* Support Upon Consideration

* Get Upon Consideration

Thank you!

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode title: Not quite graupel.

Episode summary

It’s a little cold and a little rainy. Not quite graupel. In this episode, I walk around a very busy and noisy New York City talking about some behind the scenes planning for this podcast, my agency and the new year in addition to how aligning your teams create a better foundation for strategy and success.

Links to stuff in this episode

* The guy walking around NYC with a camera: https://www.youtube.com/@WalkingCommuter

* My agency: https://thenewcommunicate.com

* This podcast overview page: https://uponconsideration.com/#podcast

Subscribe

https://uponconsideration.com

About this podcast

Upon Consideration… is a project about intentional alignment, deliberate thinking, focused productivity and better decisions.

It began as a set of personal letters, and became a study of how leaders and creators can work deliberately, even when the world demands chaos.

I write, record and publish to connect ideas, people and outcomes. Join a growing group of professionals and leaders slowing down to think more clearly.

About the author

We moved often while growing up, and every new town taught me to quietly pay close attention. To listen first, read the room and align signal from noise.

That skill–separating and aligning the real from the rehearsed–became the through line of my career (and my life).

Learn more: https://uponconsideration.com/#more

More links

* Subscribe: https://uponconsideration.com/#podcast

* Sponsorships: https://uponconsideration.com/#sponsor

* Donations: https://uponconsideration.com/#donate

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode title:

Wait, that’s not a dog.

Episode summary

It’s the weekend! With my digital camera in hand, I’m walking around Central Park and the Upper West Side as I talk about the weather, Daniel Webster, AI + Automations to find fund stuff to do in New York City and starting over with my watch and phone.

Links to stuff in this episode

Paperclips game: https://www.decisionproblem.com/paperclips/index2.html

Daniel Webster statute in Central Park: https://www.nycgovparks.org/parks/central-park/monuments/1692

Daniel Webster: https://en.wikipedia.org/wiki/Daniel_Webster

Death by Lightning: https://en.wikipedia.org/wiki/Death_by_Lightning

Subscribe

https://uponconsideration.com

About this podcast

Upon Consideration… is a project about intentional alignment, deliberate thinking, focused productivity and better decisions.

It began as a set of personal letters, and became a study of how leaders and creators can work deliberately, even when the world demands chaos.

I write, record and publish to connect ideas, people and outcomes. Join a growing group of professionals and leaders slowing down to think more clearly.

About the author

We moved often while growing up, and every new town taught me to quietly pay close attention. To listen first, read the room and align signal from noise.

That skill–separating and aligning the real from the rehearsed–became the through line of my career (and my life).

Learn more: https://uponconsideration.com/#more

More links

Subscribe: https://uponconsideration.com/#podcast Sponsorships: https://uponconsideration.com/#sponsor Donations: https://uponconsideration.com/#donate

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode summary

Is finding common ground the key to makeing decisions? When will I get the zipper on my jacket fixed?

Links to stuff in this episode

* ‘All chaos and panic’: Nilay answers your burning Decoder questions: https://www.theverge.com/podcast/846750/decoder-mailbag-qa-nilay-patel-interview-2025

* Zohran Mamdani on FDR, LaGuardia—and Trump: https://www.thenation.com/article/politics/zohran-mamdani-interview-donald-trump-laguardia/

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

About this podcast

Upon Consideration... Slow thinking for better outcomes–practical insights for leaders navigating change.

Some episodes are recorded while I’m walking, capturing raw thoughts before they’re fully formed (*In the field*). Others are in the studio, with reflections after I’ve thought them through (*In the studio*). Together, they tell a fuller story of how I think, work and lead.

More

* Subscribe: https://uponconsideration.com/#podcast

* Sponsorships: https://uponconsideration.com/#sponsor

* Donations: https://uponconsideration.com/#donate

* About me: https://uponconsideration.com/#more

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode summary

Two recorded/published episodes in a row! That’s not normal! Nor is the business model for CoreWeave. Bondi Beach, Rhode Island and Lake Mead.

Links to stuff in this episode

Lake Mead: https://en.wikipedia.org/wiki/Lake_Mead

Rhode Island on map: https://www.mapsofindia.com/world-map/usa/rhode-island/location-map.html

Bondi Beach: https://en.wikipedia.org/wiki/Bondi_Beach

CoreWeave: https://www.coreweave.com

Something Ominous Is Happening in the AI Economy (Rogé Karma, The Atlantic): https://apple.news/A22zeiJ40Rca1rtJKV25AQw

This weekend’s...errr... Monday’s premium podcast episode: https://wiljr.substack.com/p/giuseppe-mazzini-zohran-mamdani-and

A survival guide for Heads of Marketing operating under pressure. (That field book I mentioned.): https://uponconsideration.com/#alignment

Go Knicks! https://knicksfilmschool.substack.com/p/winning-the-cup

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

About this podcast

Upon Consideration... Slow thinking for better outcomes–practical insights for leaders navigating change.

Some episodes are recorded while I’m walking, capturing raw thoughts before they’re fully formed (*In the field*). Others are in the studio, with reflections after I’ve thought them through (*In the studio*). Together, they tell a fuller story of how I think, work and lead.

More

Subscribe: https://uponconsideration.com/#podcast

Sponsorships: https://uponconsideration.com/#sponsor

Donations: https://uponconsideration.com/#donate

About me: https://uponconsideration.com/#more

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode summary

This weekend, I walked by the bust of Giuseppe Mazzini. After taking a few photos, I dove into what made Giuseppe so dedicated to his cause of unifying Italy, then discussed how Giuseppe and Zohran Mamdani, in a current sense, would get a long with each other. I touched on other topics like leadership, Benito Mussolini and Stephen Miller.

Links to stuff in this episode

* Giuseppe Mazzini: https://en.wikipedia.org/wiki/Giuseppe_Mazzini

* Bust of Giuseppe Mazzini in Central Park: https://www.centralparknyc.org/locations/giuseppe-mazzini

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

About this podcast

Upon Consideration... Slow thinking for better outcomes–practical insights for leaders navigating change.

Some episodes are recorded while I’m walking, capturing raw thoughts before they’re fully formed (*In the field*). Others are in the studio, with reflections after I’ve thought them through (*In the studio*). Together, they tell a fuller story of how I think, work and lead.

More

* Subscribe: https://uponconsideration.com/#podcast

* Sponsorships: https://uponconsideration.com/#sponsor

* Donations: https://uponconsideration.com/#donate

* About me: https://uponconsideration.com/#more

Photos

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode summary

More thoughts on leadership with a focus on end of year subjective bonuses.

Links to stuff in this episode

* No one leaving New York City because of Mamdani, say two top real estate CEOs: https://www.cnbc.com/2025/11/14/new-york-city-mayor-zohran-mamdani-real-estate-ceos.html

* Office Recovery Strengthens As Vacancy Drops: https://www.credaily.com/briefs/office-recovery-strengthens-as-vacancy-drops/

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

About this podcast

Upon Consideration... Slow thinking for better outcomes–practical insights for leaders navigating change.

Some episodes are recorded while I’m walking, capturing raw thoughts before they’re fully formed (*In the field*). Others are in the studio, with reflections after I’ve thought them through (*In the studio*). Together, they tell a fuller story of how I think, work and lead.

More

* Subscribe: https://uponconsideration.com/#podcast

* Sponsorships: https://uponconsideration.com/#sponsor

* Donations: https://uponconsideration.com/#donate

* About me: https://uponconsideration.com/#more

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode summary

Some thoughts on leadership, especially in the wake of Mo Salah’s rant this weekend. Some sort of vortex is coming our way and it’s likely the last full week of work in 2026 for most folks.

Links to stuff in this episode

* Liverpool’s Stance on Arne Slot Sack ‘Revealed’ After Stu…: https://apple.news/APU8bdQx2Sd-WHD8Huu-OyA

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

About this podcast

Upon Consideration... Slow thinking for better outcomes–practical insights for leaders navigating change.

Some episodes are recorded while I’m walking, capturing raw thoughts before they’re fully formed (*In the field*). Others are in the studio, with reflections after I’ve thought them through (*In the studio*). Together, they tell a fuller story of how I think, work and lead.

More

* Subscribe →

* Sponsor →

* Donate →

* About me →

* My photos →

Episode photos

I record many of my episodes as I’m walking around New York City. From Central Park to midtown to the Upper West Side, my walks (and bike rides!) are accompanied by photos of the surrounding areas.

Here are photos from this episode.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com

Episode summary

This morning I walked around Central Park, heading towards Bethesda Terrace and Fountain talking about how AI + Apple Automations is helping me build a smarter research process. Amid our first snowfall, it was very cold out.

Also, I take pictures (see below and in your favorite podcast player)!

Links to stuff in this episode

* Bethesda Terrace and Fountain: https://en.wikipedia.org/wiki/Bethesda_Terrace_and_Fountain#Bethesda_Fountain

* Johno Verity (YouTube): https://www.youtube.com/@johnoverity

Thank you!

Thank you for listening to Upon Consideration...! If you found this episode useful, please leave a review and share it with your community.

About this podcast

Upon Consideration... Slow thinking for better outcomes–practical insights for leaders navigating change.

Some episodes are recorded while I’m walking, capturing raw thoughts before they’re fully formed (*In the field*). Others are in the studio, with reflections after I’ve thought them through (*In the studio*). Together, they tell a fuller story of how I think, work and lead.

More

* Subscribe: https://uponconsideration.com/#podcast

* Sponsorships: https://uponconsideration.com/#sponsor

* Donations: https://uponconsideration.com/#donate

* About me: https://uponconsideration.com/#more

* My photos: https://www.wiljr.photos

Pictures

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit wiljr.substack.com