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Wyndo from AI Maker: From 10 Years in Tech to #4 Rising in Technology on Substack✨The Career Pivot Playbooks Series
How a former fintech product manager quit, bet on himself and built AI Maker into a newsletter with 23k+ subscribers and 1,000+ paid members.
Oct 14
•
Katharine Gallagher
and
Wyndo
15
3
2
Emily Florence: From Beverly Hills Publicist to Bestselling Author and Visibility Coach✨The Career Pivot Playbooks Series
Emily Florence, creator of The Visibility Newsletter, on how she turned publicity expertise into a book, a course, and a business.
Oct 7
•
Katharine Gallagher
and
Emily Florence
18
7
Bob Baker from The Abundant Life: From Music Marketing Expert to Affirmation Creator Reaching 80 Million Views✨The Career Pivot Playbooks…
Bob Baker on never taking a 'real job,' and the whim that turned into multiple income streams that make up his portfolio career today.
Sep 30
•
Katharine Gallagher
and
Bob Baker
22
11
6
Tayyaba Akram from How We Build: From IT Background to Newsletter Strategist Turning Content into Income✨The Career Pivot Playbooks Series
Tayyaba Akram on why publishing consistently isn't the same as getting paid, and the connected income layers she built instead.
Sep 23
•
Katharine Gallagher
and
Tayyaba Akram
23
1
2
The Strategic Linguist: How Rebecca Turned a Decade in Teaching, Product, and Finance into a Newsletter Serving 4K Subscribers✨The Career…
Rebecca on modelling in India, teaching in Sri Lanka, and the "confidence vs. competence" idea that helped her stop doubting her own expertise.
Sep 16
•
Katharine Gallagher
and
The Strategic Linguist
37
4
9
Matthew Snider from BitFinance: From Management Consulting to Helping Raise $250M at a Top RIA✨The Career Pivot Playbooks Series
On building BitFinance, currently serving 18K investors and building autonomous trading bots with zero coding experience.
Sep 9
•
Katharine Gallagher
and
Matthew
21
3
4
Neera Mahajan from Author Circle: From Corporate IT Manager to Bestselling Author Teaching the Book-to-Business Blueprint✨ The Career Pivot…
Neera Mahajan, the creator of Author Circle, on leaving IT management to become a bestselling author, and why one strategically positioned book beats…
Sep 2
•
Katharine Gallagher
and
Neera Mahajan
14
6
3
Olamide Amosu from Unusual Strategist: From Fortune 500 Burnout to Building Freedom Through Systems✨The Career Pivot Playbooks Series
How a returning health scare pushed a Corporate Strategy leader to build her escape route in consulting, real estate, and content income... all while…
Aug 26
•
Katharine Gallagher
and
Olamide Amosu
20
3
Ellie Krasne: From Tech Data Teams to Advising Policy and Building Her Own Firm Based in Paris✨The Career Pivot Playbooks Series
From managing data teams and 200-event years in D.C. to running Krasne Strategies from Paris, on her own terms.
Aug 19
•
Katharine Gallagher
14
3
2
Gail K. - The Old Black Lady Chronicles: From a Law Firm Accountant to Helping Women Over 50 Make Their Next 20 Years Their Best Yet✨ The…
Inside the coach, writer, and Substack teacher who has re-invented her life and is helping others do the same.
Aug 12
•
Katharine Gallagher
and
Gail K.
22
2
Heather Baker from PR Agency Founder to £14M CEO to AI & Lead Gen Strategist: Humans in the Loop✨The Career Pivot Playbooks Series
From agency exits to AI education: what she learned about growth, leads, and building in uncertain times.
Aug 5
•
Katharine Gallagher
and
Heather Baker
12
1
6
Jodie from I'm Just a Woman: She Stopped Waiting for Permission and Built a 3.9K+ Subscriber Substack Instead✨The Career Pivot Playbooks…
Jodie, creator of I'm Just a Woman, on turning self-doubt into a thriving community for women, publishing two books, and why the smallest voice telling…
Jul 29
•
Katharine Gallagher
10
1
6
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