Jun 23

She Built a Million-Dollar Business and Called It a Pretty Prison (the Truth About Revenue, Grief, and Starting Over)

This is the conversation about the part most founders don't say out loud: the moment you hit the revenue number and feel nothing. Natalie sits down with Jenna Wright — a Pilates studio owner who built a 7-figure business from $1,000 and an air mattress. From the outside, she'd ma ... Show More

48m 54s

Jun 16

Are you addicted to work and achievement? Exploring the concept of “never enough” and how to finally unlock alignment.

In this episode, Natalie sits down with Keren Eldad — coach to some of the world's highest achievers and author of Gilded and the new Gilt Free — to unpack why external success never delivers the safety it promises. Keren shares the three core wounds beneath achievement addiction ... Show More

56m 47s

Jun 9

She Makes 7 Figures Working 2 Days a Week—Here’s How (and Why She Almost Lost It All)

Most course creators add more channels to scale. Anna Konchar did the opposite and now runs a 7-figure business on 2 days a week. Natalie sits down with Anna Konchar — the funnel strategist behind a 7-figure evergreen course business that runs on 2 days a week while she's home wi ... Show More

47m 53s

Dec 2024

SPI 845: It’s Time to Start Your Podcast with Jenna Kutcher

#845 Are you on a path toward a future you don't truly want? Today's guest felt that way when she was handed a five-year career plan at her corporate job. Trusting her gut, she pivoted to become a massive podcasting and entrepreneurship success story instead! The incredible Je ... Show More

44m 54s

Jun 2022

910. How Are You Really? Where The Woo Meets The Work With Jenna Kutcher

I’m joined by Jenna Kutcher, author of the new book How Are You Really, and host of The Goal Digger Podcast. Jenna’s book is a guided journey through asking yourself how you really are, who you really are, and what kind of life you really want. Jenna and I discuss how to become ... Show More

1h 10m

May 2022

How to Find Success by Embracing Change, Accepting Grief & Investing in Yourself w/ Jenna Kutcher EP 1271

Jenna Kutcher is a born-and-raised Minnesota wife, mother, and entrepreneur who aims for two things daily: helping others wake up to life and staying in comfy pants. Creator and host of the top-rated Goal Digger Podcast, she’s helped thousands redefine success and chase bold d ... Show More

1h 18m

Feb 2023

How to Quit Your Job and Live Your Dream with Amy Porterfield

This week, Jen talks with Amy Porterfield, the CEO of a multi-million dollar business, host of the Online Marketing Made Easy podcast and best-selling author of the book Two Weeks Notice. Amy is here to share actionable insight into building a business and living an inspired life ... Show More

36m 52s

Nov 2023

From PASSION to PROFIT: 3 Proven Strategies for a Thriving Side Hustle

This special episode of the School of Greatness is brought to you by TikTok Shop. Visit <a href="http://tiktokshop.com/podcast" target="_blank">www.TikTokShop.com/podcast </a>to learn more.Today we dive into the world of entrepreneurship and starting a successful side h ... Show More

48m 5s

Oct 2020

Welcome to The Goal Digger Podcast with Jenna Kutcher

Welcome to the Goal Digger Podcast! In this space, everyone is invited to pull up a seat at my table where we get into real, refreshing, and eye-opening conversations about business and life and all the beautiful, messy lessons that come with it. I’m Jenna Kutcher and I’m obses ... Show More

1m 4s

Jun 2023

How to Live Your Best Life Without “Work/Life Balance”

Do you ever get uncomfortable when people ask you if you are going to take time off work? If you enjoy your life and work, taking a “break” doesn’t always look like lounging poolside. Jen shares her personal perspective on work and how this has changed her definition of work-life ... Show More

15m 57s

Nov 2023

The Secret to Success (It’s Not What You Think!)

Jen is here to share the number one secret way to step outside of where everyone else lives, go the extra mile and uplevel your speed to success. With the holiday season in full swing, Jen offers up a mindset and strategy to be truly impactful and deepen the relationship in your ... Show More

14m 11s

Jan 2024

Q&A with Jen: How to Cultivate More Willpower, Overcome Challenges & Transition In Business

This week, Jen shares her insights on the power of engaging in hard tasks that challenge her willpower and facilitate personal growth. If you find yourself avoiding uncomfortable things, this Q&A episode is a must-listen for you. Jen opens up about how she has faced some of the m ... Show More

40m 24s

May 2025

Episode 770: Digital CEO Success Story: She SOLD OUT her Beta, Stopped Trading Time for Money and 3X her Annual Revenue - Jenny Ferrero's BBD Success Story

Ready for a dose of what's truly possible? This week on the podcast, we've been featuring inspiring Business By Design students who are doing BIG things. Today, we introduce you to Jenny Jaucian, a fitness and sustainable weight loss coach who traded burnout for brea ... Show More

1h 5m

227. How To Leave Your 9-to-5 with Jenna...