Have you ever wondered what it takes to build a business that people don’t just buy from, but genuinely want to be part of? In this episode, I sit down with Ashley Ansuini, founder of The Good Place Pilates, to talk about how to build a community-driven brand that feels welcoming, inclusive, and deeply connected to the people it serves. We talk about what it ... Show More
Jun 25
The Fastest Way to Break Free From Fear
What if the life you want is waiting on the other side of caring less about what people think? I share why audacity isn’t arrogance, it’s freedom. I talk about the stories and limiting beliefs that keep you playing small, why fear of other people’s opinions can run your life, and ... Show More
23m 40s
Jun 24
Jenn Drummond on Climbing Mountains, Raising 7 Kids, and Pursuing the Impossible
Do you ever feel like you're working hard but not seeing results fast enough? In this episode, I sit down with world-record-holding mountaineer and entrepreneur Jenn Drummond to talk about how to stop letting temporary setbacks define your future, build resilience through life's ... Show More
59m 10s
Jun 23
How to Get More of What You Want in Business and Life
Are you missing out on incredible opportunities simply because you’re not asking for them? In this episode, Chris and I share why some of the biggest shifts in our businesses and lives have come from being willing to make the ask before there was any guarantee, invitation, or per ... Show More
20m 32s
Sep 2025
698: Reacting to Reddit Side Hustles
We've got $10,000 a month writing on Medium, $1000 a day washing windows, $50 an hour assembling furniture, and more! In this episode, we're running through some of the most favorite and most unique side hustles discovered on Reddit. To help break these down is longtime listener ... Show More
45m 10s
Oct 2025
344: Why What You Have Is Already Enough Whether You Are Starting A Business Or Side Hustle, A Solopreneur, Entrepreneur, Mompreneur, Freelancer, Accountant, Bookkeeper, VA, Owner, Or Self-Employed
<p>Have you ever noticed that the moment you reach a certain level of success, you immediately start striving for more? That feeling like no matter what you achieve, it’s just never enough? Or maybe you’ve found yourself, despite working hard to build something amazing, sabotagin ... Show More
5m 18s
Sep 2025
253. Stop Making These 5 Side Hustle Mistakes with Mal Rowan
Building a business on the side isn’t easy—I’ve been there, hustling before and after my 9–5, wondering if I’d ever make enough to quit. In this episode, I’m joined once again by my friend and fellow entrepreneur, Mallory Rowan, to break down the five biggest mistakes side hustle ... Show More
37m 5s
Feb 2025
665. "I sell custom products. How do I get more customers to buy from me online?" | Coaching Session
Welcome back, Product Bosses! If you’ve ever struggled to translate in-person sales success into a thriving online business, this episode is for you. I’m coaching Ellie, an incredible watercolor artist, through the challenges of selling online—from figuring out where her website ... Show More
43m 16s
Feb 2025
666. Why Growing a Product Business in 2025 Is Harder—And How to Make It Easier
Welcome back, Product Bosses! If you’ve been trying to grow your product business on your own, struggling with trial and error, and feeling stuck, I see you. The truth is, most product-based business owners spend years trying to figure things out, wasting time and energy when the ... Show More
23m 19s