Podcast summary Something about a super moon, blue hour and golden hour. In the field episodes v. In the studio episodes. How to we stop the legacy rot of responding with "We've always done it this way.)? Change. Lots of change.
Links to stuff in this episode:
- Supermoons! https://science.nasa.gov/moon/supermoons/
- This podcast's web page: https://uponconsideration.com/#podcast
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Upon Consideration..., the podcast, provides reflections on leadership, technology, change from me, Wil. This podcast is released twice-monthly and is available for free. Subscribe today!
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Episode transcript
- Raw transcript provided by Voice Memos
- Formatted transcript reviewed by ChatGPt
Recorded during an early morning walk through Central Park, this episode captures that fleeting blue hour before sunrise — when the city glows between night and day. As the skyline softens under overcast light, I talk through a few things on my mind: the New York election results, the marathon setup still lingering in the park, and the beauty of slowing down long enough to notice both.
Then the conversation shifts. From observing the city to examining something that's been stuck in my head lately — the dangerous comfort of doing things "the way we've always done them."
I explore why that mindset quietly kills innovation inside small and growing B2B firms, how leadership hesitancy stifles change, and why founders often resist the very transformation their teams need.
You'll also hear a quick behind-the-scenes look at how this show is made:
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"In the Field" episodes like this one — spontaneous recordings captured while walking through the city.
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"In the Studio" episodes — more structured sessions, recorded at home with a professional mic for deeper dives.
A few quiet minutes from the Upper West Side. A few thoughts on what it takes to adapt when everyone around you says, "we've always done it this way."
