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Oliver Buchannon
Jenny Stojkovic

Venture capitalist. Entrepreneur. Author. Rescue Diver. 3 Dogs.

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The Cringe Mountain Field Guide: 5 Perspective Shifts for 2026

Jan 28, 2026

•

7 min read

The Cringe Mountain Field Guide: 5 Perspective Shifts for 2026

you desperately want to try something bold this year. here's how.

Jenny Stojkovic
Jenny Stojkovic

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climbing cringe mountain (don't miss this)

Jan 21, 2026

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4 min read

climbing cringe mountain (don't miss this)

new changes coming

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

the first mover (dis)advantage

Jan 14, 2026

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8 min read

the first mover (dis)advantage

why going first could be your biggest mistake

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

(lab grown) diamonds are forever

Jan 7, 2026

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9 min read

(lab grown) diamonds are forever

is this the biggest consumer scam of all time?

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Kat Cole: From Waitressing at 17 to Leading a $600 Million Wellness Empire

Jan 6, 2026

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5 min read

Kat Cole: From Waitressing at 17 to Leading a $600 Million Wellness Empire

This founder launched a bank while pregnant, then built it into one of the most valuable financial companies in the world.

Jenny Stojkovic
Jenny Stojkovic

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learn to fail fast

Dec 31, 2025

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8 min read

learn to fail fast

no highlight reel... all of my biggest mistakes in 2025

Jenny Stojkovic
Jenny Stojkovic

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it was the best of times, it was the worst of times

Dec 24, 2025

•

4 min read

it was the best of times, it was the worst of times

a holiday letter from me to you

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

what's with all the gambling?

Dec 17, 2025

•

8 min read

what's with all the gambling?

everyone is betting on everything

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Cristina Junqueira: Co-Founding a Bank While Pregnant to Building a $41 Billion Fintech Giant

Dec 16, 2025

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5 min read

Cristina Junqueira: Co-Founding a Bank While Pregnant to Building a $41 Billion Fintech Giant

This founder launched a bank while pregnant, then built it into one of the most valuable financial companies in the world.

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

has your dad seen your face?

Dec 10, 2025

•

10 min read

has your dad seen your face?

No, it's not a trick question.

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Shanea Leven: Rejected By Google Four Times To Building The Future of AI

Dec 9, 2025

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7 min read

Shanea Leven: Rejected By Google Four Times To Building The Future of AI

This CEO went from being rejected by Google four times to building one of the most advanced AI platforms in the world.

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

was Black Friday a flop?

Dec 3, 2025

•

10 min read

was Black Friday a flop?

What consumer spend looked like this season.

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Roz Brewer: The Only Black Woman to Lead Two Major American Corporations

Dec 2, 2025

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6 min read

Roz Brewer: The Only Black Woman to Lead Two Major American Corporations

This 62 year old CEO went back to school at 40, then became only the second Black woman in history to lead a Fortune 500 company.

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

are teen jobs dead?

Nov 26, 2025

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10 min read

are teen jobs dead?

the kids aren't alright.

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Janice Bryant Howroyd: The Trailblazer Who Turned $900 Into America’s First Black Woman Billion-Dollar Business

Nov 25, 2025

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6 min read

Janice Bryant Howroyd: The Trailblazer Who Turned $900 Into America’s First Black Woman Billion-Dollar Business

This 71 year old founder was born during segregation, then became the first Black woman in America to build a billion-dollar business.

Jenny Stojkovic
Jenny Stojkovic

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POP... goes the AI bubble?

Nov 19, 2025

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9 min read

POP... goes the AI bubble?

so, how big is this bubble, really?

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Kendra Scott: The Single Mom Who Turned $500 Into a Billion-Dollar Jewelry Empire

Nov 18, 2025

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7 min read

Kendra Scott: The Single Mom Who Turned $500 Into a Billion-Dollar Jewelry Empire

This 50 year old CEO started her company with just $500 as a newly single mom — then built it into a billion-dollar American fashion empire.

Jenny Stojkovic
Jenny Stojkovic

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are 50 year mortgages good?

Nov 12, 2025

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10 min read

are 50 year mortgages good?

How I think about debt.

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Toni Ko: The Immigrant Founder Who Built a $500 Million Beauty Empire

Nov 12, 2025

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5 min read

Toni Ko: The Immigrant Founder Who Built a $500 Million Beauty Empire

This 41 year old CEO made history as one of the first immigrant women in America to sell her company for $500 million.

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

stuck in the middle

Nov 5, 2025

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12 min read

stuck in the middle

Let's talk Sandwich Generation.

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Christina Cacioppo: From Beanie Babies to Building a Tech Unicorn

Nov 5, 2025

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6 min read

Christina Cacioppo: From Beanie Babies to Building a Tech Unicorn

This 38-year-old CEO started her first business selling Beanie Babies as a kid and went on to build one of the fastest-growing cybersecurity companies in the world.

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

So, you got laid off...

Oct 29, 2025

•

10 min read

So, you got laid off...

An HR exec shares what to do if you lose your job

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Jessica Alba: The Founder Who Turned Childhood Illness Into a Billion-Dollar Mission

Oct 28, 2025

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6 min read

Jessica Alba: The Founder Who Turned Childhood Illness Into a Billion-Dollar Mission

This 43-year-old actress-turned-entrepreneur founded a company born from her own health struggles and went on to help create one of the first woman-led consumer brands to reach a billion-dollar valuation.

Jenny Stojkovic
Jenny Stojkovic

Email Newsletter

The She-cession is Near!

Oct 22, 2025

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13 min read

The She-cession is Near!

Let's talk about making babies.

Jenny Stojkovic
Jenny Stojkovic

Women Founder Stories

Julia Hartz: The Founder Who Took Her Husband's CEO Job

Oct 21, 2025

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6 min read

Julia Hartz: The Founder Who Took Her Husband's CEO Job

This 43-year-old CEO co-founded a company with her husband, then took his job as CEO, and became one of the first women in the world to lead a tech company valued at over a billion dollars through an IPO.

Jenny Stojkovic
Jenny Stojkovic
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