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Tag: side hustle

August 15, 2025By Paula Pant

#634: Wharton Professor: The 7 Hidden Types of Entrepreneurs, with Lori Rosenkopf

Picture this: you’re 26 years old, fresh out of Wharton, and you decide to start a business with two friends. You spend years building a digital marketing firm that eventually works with Dollar Shave Club and Madison Reed. You bootstrap the entire thing without taking a dime of venture capital funding.

That’s exactly what one Wharton graduate did — and her story represents the reality of entrepreneurship that most people never hear about.

Lori Rosenkopf, a management professor at Wharton Business School and head of Venture Labs, joins us to shatter the biggest myths about starting a business. The Mark Zuckerberg college dropout story? It’s not just rare — it’s misleading.

Research shows that the most successful entrepreneurs, those in the top 0.1 percent of venture-backed firms, average late 30s to early 40s when they start their companies. Many continue launching businesses into their 50s and 60s. 

Your age and corporate experience isn’t holding you back from entrepreneurship — it’s actually giving you an advantage.

Rosenkopf breaks down seven different types of entrepreneurs, from disruptors who overturn entire industries to bootstrappers who build profitable businesses using their own resources. You’ll hear about a founder who disrupted the hair color industry in her 50s with Madison Reed, and a banker who built an entire financial services division inside Square.

We cover the rise of direct-to-consumer brands in 2013, why 80 percent of entrepreneurs are bootstrappers, and how artificial intelligence is creating new opportunities for people to start businesses without massive upfront investments.

Rosenkopf explains her “six Rs” of entrepreneurial thinking: reason, recombination, relationships, resources, resilience, and results. She argues that most people already think entrepreneurially without realizing it — even parents who optimize their family routines are solving problems through innovation.

We explore the world of “intrapreneurs” — people who build new businesses within established companies — and discuss acquisition entrepreneurship, where people buy existing small businesses instead of starting from scratch.

Whether you want to start a side hustle, position yourself for a promotion, or eventually launch your own company, Rosenkopf’s framework shows multiple paths to creating value through innovation.

Keep reading...

June 1, 2023By Paula Pant

#443: Building Your Dream Business, with Amy Porterfield

As a former corporate powerhouse turned successful entrepreneur, Amy knows firsthand the challenges and triumphs of building a business from scratch.

Amy is the host of the top-ranked podcast “Online Marketing Made Easy,” and the owner of a multi-million dollar digital course business. She is also the author of “Two Week’s Notice,” a guide to quitting your job and building your own business.

Get ready to be inspired as we uncover Amy’s secrets to building a thriving business and learn how you can apply her proven techniques to achieve your own entrepreneurial dreams.

Whether you’re just starting out or looking to take your business to the next level, this episode is packed with actionable advice that you won’t want to miss.

Keep reading...

February 10, 2023By Paula Pant

#427: Start a Micro-Business & Build Multiple Income Streams, with Nick Loper

Okay, maybe the phrase “side hustle” is overused. But it’s also misunderstood.

“Side hustle” is a catch-all term that people use to describe everything from low-paid gig economy labor – Doordash, Uber Eats, Rover – to six-figure consulting for Fortune 500 companies.

On the remote-work side, it includes everything from freelance graphic design (services) to selling bundles of presentation deck templates (digital products).

On the physical goods side, it includes everything from wholesaling (real estate) to flipping antique grandfather clocks (personal goods).

On the e-commerce side, your side hustle might mean starting your own manufacturing, white-labeling and shipping services, in which you distribute toothpaste or trash can lids or desiccant packs.

How do we make sense of such an umbrella concept?

In this interview with Nick Loper, we learn how to wrap our minds around the huge world of hustles. We talk about how to understand the options available, choose a path, and start with minimal capital.

This interview originally aired as Episode 85.

Enjoy!

Keep reading...

January 19, 2023By Paula Pant

#423: Ask Paula: Can I Make Money with My Passion?

We’ve heard the warnings about following your passion.

People ask if you can *actually* make money doing what you love. They frame the question “passion or profit?” as though these are in opposition.

The majority – who have never tried – decry, “what if you fail?”

Nobody asks the more important question: what if you succeed?

Are you still going to love your passion when you rely on it to pay the bills?

We grapple with that question in today’s episode, which is devoted to side hustles and starting a business. We use questions from two of our listeners as a jumping-off point to discuss the realities of going into business for yourself, doing what you love.

We share examples from our own lives as professional podcasters, as well as from the lives of friends who are full-time photographers, musicians, writers and other creative entrepreneurs.

Enjoy!

P.S. Got a question? Leave it here.

Keep reading...

February 18, 2015Written By Paula Pant

How Sarah Quit Her Job, Launched an Online Business, and Now Travels As Much As She Wants

Five years ago, a Canadian woman named Sarah embarked on a series of life-changing steps.

She moved 215 miles away from her hometown. She returned to college (after initially failing a few courses) to finish her degree. After graduation, she landed a cushy job with a pension and plenty of benefits. She got engaged. They bought a house.

 […]

Keep reading...

November 24, 2014Written By Paula Pant

Not Earning Enough? Start a Side Hustle

Lately I’ve been getting emails from readers with the following situation:

“I’ve pinched every penny and slashed every expense. But I still can’t pay my bills. Help!”

If I accept your premise — if you’ve slaughtered your expenses to the brink of extinction — then you don’t have a spending problem. You have an income problem.

 […]

Keep reading...

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Afford Anything

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