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A community of practice for experienced professionals who want to rewrite the rules for meaningful careers.

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Substack
PricingOnly free issuesPublishesWeekly
Issues252Founded3 years agoLast Issue15 days ago
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Artwork for Optionality

Latest Issues

Floor, Anchor, Horizon, Life

Earlier this year I met with a founder (as I often do) in the throes of startup building. Still early in her trajectory at a pre-seed stage, she had built a revenue projection document that read like one of my personal career plans in a for...

15 days ago
7
5

05/05/26 Conversationality: Transform or Transition? (31 minutes)

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When we launched the Optionality Roadmap to Restoration Q1 sprint earlier this year, we considered it 6-week framework to transition into what this year was meant to hold for us. By the end, it seemed like the sprint might ac...

a month ago

New Scripts

It was a period of uncertainty, one of several that would follow before it, though I wouldn’t know that yet.

This whole Dot Com thing (the first one), as exciting of a ride as it had been, had thrown me for a loop, out onto an open career...

2 months ago
6
2

04/21/26 Conversationality: Meet Becky Mollenkamp and learn how to liberate your business.

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Very excited to speak with and share her new book, Liberate Your Business today. Becky is the founder of the Feminist Podcast Collective, is a feminist business coach, and published the Feminist Rants newsletter. You may be...

2 months ago
2

Grabbing the reins of AI

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Our theme for Optionality this month is about doing business differently. Most of us came up in our careers thinking a certain way about what “advancing” in your career means and what career “satisfaction” means. Even the ent...

2 months ago
2
2

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Authors

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  • Elisa Camahort Page

    Join: Optionality Author: Road Map for Revolutionaries: Resistance, Activism, and Advocacy for All

  • Jory Des Jardins

    Entrepreneur | Investor | Advisor | Operator | Storyteller | Dustkicker | Twin | Mother | Gemini | Human

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