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Leaning into wintering

Sep 23, 2026

Leaning into wintering

Leaning into wintering
00:00
35:12

Alice Montgomery on natural cycles, sustainability, and bridging disciplines.

📚What You'll Learn

  1. How generalists move from isolated expert silos to becoming bridges between disciplines that create stronger solutions

  2. Why building career decisions around a problem you care about works better than chasing job titles

  3. How assuming positive intent transforms communication and relationships across cultures, backgrounds, and misunderstandings

✍️ Some Takeaways

  1. Transferable skills matter more than job title match.

  2. Assume positive intent; give everyone grace.

  3. Surround yourself with people aligned to what matters to you.

  4. Lean into natural cycles instead of fighting them.

Where to find Alice Montgomery

https://www.linkedin.com/in/alicemontgomerystem/

Where to find Milly

https://www.linkedin.com/in/milly-tamati/

Generalist World Resources:

Podcast: https://open.spotify.com/show/0qbGzMU...

The Generalist Quiz: https://www.generalistquiz.com/

Essays: https://www.generalistcareer.com/

Upcoming events: https://lu.ma/generalist.events

Positioning Guidebook: https://www.generalist.world/positioning

Transcript

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