Skims Hits $5B, Trump’s Granddaughter Goes Pro, and the Career Choices That Define Your Future

👩‍💼 Female Founders News

Trump’s Granddaughter Kai Trump Makes Her Pro Golf Debut This Week

18-year-old Kai Trump, granddaughter of U.S. President Donald Trump, is making her first appearance on the LPGA Tour — the world’s top professional golf league for women. She received a sponsor’s exemption to compete in The ANNIKA driven by Gainbridge, held at Pelican Golf Club in Florida. With mentorship from legends Annika Sörenstam and Tiger Woods, plus a massive social-media following, her debut is drawing major global attention to women’s golf and the next generation of female athletes.
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Kim Kardashian’s Skims Hits a $5 Billion Valuation After Raising $225 Million

Skims has secured $225 million in new funding, boosting its valuation to an extraordinary $5 billion. What began as a shapewear startup has now evolved into a global apparel powerhouse spanning intimates, loungewear, menswear, and high-fashion collaborations — making Skims one of the most valuable celebrity-founded brands in the world.
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How Amika CEO Chelsea Riggs Broke the Rules — and Built a $250M Haircare Powerhouse

amika is projected to hit $250 million in revenue this year, fueled by a major new distribution deal with Ulta. CEO Chelsea Riggs shared with ForbesWomen how unconventional early decisions — the kind that angered traditional haircare insiders — ultimately became the backbone of amika’s explosive growth and cult-level brand loyalty.
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How Emily Sundberg Turned “Feed Me” Into a 7-Figure Substack Empire

Called “the Carrie Bradshaw of money,” Emily Sundberg has built Feed Me into one of Substack’s most influential culture-and-business newsletters — sharp, irreverent, and always ahead of the conversation. Her ability to blend financial insight with storytelling has made her a breakout voice in media and earned her a 7-figure creator business powered entirely by subscriptions and community.
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Kendra Scott Built a Billion-Dollar Brand From Her Bedroom With Just $500

Kendra Scott shared that she launched her now–billion-dollar jewelry empire from her bedroom while pregnant with her first son — starting with just $500 in savings. What began as a small, home-grown idea has since become one of the most iconic American fashion brands, proving how far resourcefulness, grit, and timing can take a founder—especially one building while balancing motherhood.
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🚀 What’s New in Business & Entrepreneurship

The Wedding Industry Is About to Explode Thanks to Taylor Swift

The Knot predicts a $2.2 billion global boom in wedding spending as Swifties collide with engagement season — with $400M projected in the US alone.
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Startups Are Pouring Millions Into “Vibe Coding” Tools

A16z + Mercury analyzed 200K startup transactions — revealing huge spend on prompt-to-code products like Cursor and Replit.
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ChatGPT Can Now Talk to Zillow, Spotify & Expedia

OpenAI’s new update lets ChatGPT directly access apps for real-time tasks — part of an ecosystem serving 800M+ weekly users.
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How to Build an AI Startup in 3 Hours

A fast-track formula from Greg Isenberg on building a viable AI product in an afternoon.
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Private Clubs Are Booming in Mid-Sized Cities

Places like The June are redefining accessible luxury with $1,500 initiation fees.
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The New IPO Reality: Older Companies, Bigger Revenues

Median IPO age is now 13 years, and revenue levels are 3x higher than in the 1980s.
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📚 Guide: Should You Choose Big Tech, Startups, or Build Your Own Company?

People love saying “Big Tech will make you wealthy.” The truth? Sometimes yes, sometimes no — and it fully depends on who you are and what you want. I only understood this after leaving tech, trying to build a venture-backed company, and pivoting into media.

Here’s the breakdown I wish I had years ago.

1️⃣ Big Tech: The Safest Path to Wealth

Big Tech is the closest thing to owning a small piece of a successful business without actually building one.
You get salary + stock, which means your time goes toward an asset that grows with the company.

It’s stable, predictable, and often the most reliable way to build real financial security — especially if you don’t want to be online 24/7 or deal with entrepreneurial chaos.

2️⃣ Startups: High Risk, Low Upside for Employees

Startups feel exciting and innovative, but the truth is harsh:
the hours are intense, the salary is mid, and most equity ends up being worth zero.

Unless you’re an extremely early hire or deeply obsessed with the mission, startups usually make you tired, not wealthy. If you need stability or a clear financial path, this isn’t it.

3️⃣ 100% Ownership: Freedom + Control (But Not Glamorous)

Owning your own business — and your own time — is the highest-upside path.
But people avoid it because it feels daunting. We glamorize founders who raise $200M, making entrepreneurship look elite and inaccessible.

In reality, there are so many simple businesses that can give you freedom and financial independence without raising a single dollar.

4️⃣ Lifestyle & Service Businesses: The Most Underrated Path

Consulting, agencies, content, media, courses, merch — these are real businesses you can start with just a phone and Wi-Fi.

Reaching $1M is surprisingly doable if you're consistent.
Reaching $100M is hard, but you don't need that to change your life.

The catch?
You must genuinely love creating and being online. No content = no awareness. No awareness = no sales.

If you hate social media, this is not your path.

5️⃣ Venture-Backed Tech: Only If You’re Built for It

This is the hardest path by far.
Getting to $1M in revenue is 10× harder than in a lifestyle business. The iteration cycles are brutal, and the emotional toll is real.

You should only choose this if:

• You are obsessed with software, and

• You would rather die than work a corporate job

If not, you will burn out long before you see financial upside — if you ever do. And raising millions doesn’t make you rich. That money belongs to the company.

So Which Path Should You Choose?

If you want stability → Big Tech
If you love creating → Lifestyle business
If you’re obsessed with software → Tech startup
If you’re unsure → Don’t pick the hardest path first

The only wrong choice is choosing based on ego, pressure, or what looks impressive on LinkedIn.