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Career Pivot Playbooks
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Career Pivot Playbooks
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Farida Khalaf from Lights On by Farida. Economist to Data Engineer Turning Complexity into Clarity Through Writing✨The Career Pivot…
Farida Khalaf uses Lights On to break down real systems, politics, and decisions with clear, evidence-based thinking.
Apr 15
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Katharine Gallagher
and
Farida Khalaf
12
6
1
Ana Calin from How We Grow: From Corporate Marketing Burnout to a $119K/Month Newsletter✨The Career Pivot Playbooks Series
Ana Calin, the creator of How We Grow, on leaving corporate burnout to build a newsletter that pays her, and why owning your audience changes…
Apr 8
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Katharine Gallagher
and
Ana Calin
32
7
8
Daria Cupareanu from AI Blew My Mind: Making AI Useful for Non-Technical Professionals✨The Career Pivot Playbooks Series
Daria Cupareanu from AI Blew My Mind shows non-technical professionals how to use AI in real work and turn it into income.
Apr 1
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Katharine Gallagher
and
Daria Cupareanu
63
41
11
Raghav Mehra From Fintech Trader to Building Cash & Cache Read his Backstory & Advice✨The Career Pivot Playbooks Series
Raghav Mehra of Cash & Cache shares how he moved from fintech trading into AI, building skills, documenting in public, and turning it into a growing…
Mar 30
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Katharine Gallagher
and
Raghav Mehra
37
12
9
Chloe Markham from Joyful: Helping Burned-Out Women Move from Survival to Feeling Good Again✨The Career Pivot Playbooks Series
Chloe Markham, Joyful: a career pivot playbook on moving from burnout and a studio model to a calm online business built on nervous system work and…
Mar 25
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Katharine Gallagher
and
Chloe Markham
12
4
3
James Presbitero, Founder of Unpromptable: How a Freelance Writer Rebuilt His Career Around the Tool That Threatened to End It✨The Career…
James Presbitero turned an AI-driven income crisis into a thriving newsletter, community, and client business. Here's how.
Mar 20
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Katharine Gallagher
and
James Presbitero
22
8
4
Noemi🎈From Being a Lawyer Who Burned Out to Reclaiming Her "Me Time" Read the Backstory & Advice from the Substack DO-ru✨The Career Pivot…
Noemi of Me Time & The Fine Print, a burned-out lawyer who turned "Me Time" into a portfolio career... building two Substack publications and becoming…
Mar 18
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Katharine Gallagher
and
🎈Noemi from ME TIME 🎈
15
5
Derek Hughes: From 30 Years in Nonprofits to Creating the Irresistible Writer✨The Career Pivot Playbook Series
Derek Hughes pulls back the curtain on how he built the Irresistible Writer on Substack — starting over at 51 with no experience, no audience, and no…
Mar 16
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Katharine Gallagher
and
Derek Hughes
26
1
5
Cristina from The Responsible AI Brief: When DEI Work Meets AI Ethics and Governance ✨ The Career Pivot Playbooks Series
Cristina, the creator of The Responsible AI Brief on moving from DEI and EEO work into AI ethics, governance, and policy writing—and why her background…
Mar 9
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Katharine Gallagher
and
Cristina
36
10
8
Mantel Featherson: How a Doctorate, Two Decades in Corporate Change, and a Layoff at 55 Led to Founding FutureProof50 for Professionals Who…
Mantel Featherson founded FutureProof50 after a layoff at 55. He writes for professionals over 50 who are done with corporate life and ready to build…
Mar 9
•
Katharine Gallagher
6
5
John Brewton: How a Family Business, Harvard Economics & a $75M Exit Led to Writing for the People Who Actually Run Things✨The Career Pivot…
John Brewton, creator of Operating, one of Substack's fastest-growing publications, didn't stop after a $75M exit. He started writing for the people who…
Mar 9
•
Katharine Gallagher
6
3
Dennis Hedenskog: From Launching Businesses to Designing a Portfolio Career✨The Career Pivot Playbooks Series
Dennis Hedenskog shares how entrepreneurship evolved into fractional COO work and energy management, building a portfolio career grounded in structure…
Mar 2
•
Katharine Gallagher
and
Dennis Hedenskog
19
6
4
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