Join our Waitlist for Expert Advice!

How Bernie Madoff's Niece Turned a Family Scandal Into a Mission to Fight Against Pay Inequities Jess Ekstrom discusses her passion for championing women entrepreneurs and tapping into the power of true optimism.

By Terry Rice Edited by Dan Bova

In this episode of Reclaim + Advance, we'll hear from Jess Ekstrom. Jess is the founder of Headbands of Hope and Mic Drop Workshop. She also invests in women-owned businesses, is a two-time bestselling author, a top-rated speaker, and a new mom. Jess and her companies have been featured on Today, Good Morning America, 17 magazine, Vanity Fair, Forbes, People, and more importantly, they've helped millions of women and girls around the world.

For years Jess Ekstrom avoided speaking about a formative event in her family life — her family getting swindled out of money by her uncle, Bernie Madoff. But on the show, she explains what spurred her to start speaking about formative challenges, and how true optimism isn't naive.

In this episode, you'll hear:

  • How Jess turned a family scandal into fuel for her entrepreneurial journey.
  • The shocking pay gap revelation that inspired Jess to champion women speakers.
  • Why simplifying complex ideas is key to connecting with your audience.
  • How embracing vulnerability can amplify your impact as a speaker and leader.

I'll share a few of my favorite quotes from my conversation with Jess below:

On Authentic Expertise:

"A lot of [the] time, the thing that you teach to others is the thing that didn't come naturally to you. It's the thing that you had to will yourself to learn and to practice."

The Power of Simplicity:

"I like to simplify the complex for people. We make things too complicated, whether that be entrepreneurship or speaking or writing. I like to make things feel attainable to someone."

Embracing Struggle in Storytelling:

"No one wants to learn from someone who's just naturally good at something. Sometimes the greatest lessons that you have to share with others come from your worst moments."

Click here to listen on your platform of choice, or tune in below.

Terry Rice

Entrepreneur Staff

Business Development Expert-in-Residence

Terry Rice is the Business Development Expert-in-Residence at Entrepreneur and Managing Director of Growth & Partnerships at Good People Digital; an agency that provides marketing and monetization solutions for entrepreneurs. He writes a newsletter about how to build your business and personal resilience and personal brand in just 5 minutes per week and created a revenue optimization checklist to help you multiply your income potential. 

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Starting a Business

She Started a Business With $300 After Getting Laid Off. It Made $300,000 in Year 1 and Became a Multimillion-Dollar Company.

Bobbie Racette wanted to revamp the virtual assistance space — and provide job opportunities for underrepresented communities at the same time.

Business News

Can Anyone Beat Microsoft at AI? The CEO of Salesforce Thinks His Company Can.

Salesforce CEO Marc Benioff calls Copilot "the new Microsoft Clippy."

Franchise

McDonald's Launched a Happy Meal for the 30th Anniversary of a Classic '90s Sitcom — But There's a Catch

The promotion is only available in one country, so fans elsewhere are turning to resale platforms like eBay to buy the collectible toys.

Business Ideas

63 Small Business Ideas to Start in 2024

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2024.

Business News

'Not Yet Fully Autonomous': Tesla's Optimus Robots Stole the Show — But Were They Actually Controlled By Humans?

Musk said the $20,000 to $30,000 robot could perform household tasks like mowing lawns and putting away groceries.

Leadership

He Raced at 330 MPH Before Taking Over the Family Business — Here's What Being in the Driver's Seat Taught Him About Leadership

Morgan Lucas, former professional drag racer, talks about getting behind the wheel of Lucas Oil as its new CEO.