Are you chasing a number or building a life you actually want? In this episode, Chris and I talk about a question more entrepreneurs need to ask themselves: how much is enough? We dive into the growing shift we’re seeing among high achievers who are rethinking success, simplifying their lives, and realizing that bigger isn’t always better. Chris shares the D ... Show More
Yesterday
How to Scale Your Business With $5 a Day Ads with Lova Kremer
What if growing your business didn’t require posting on social media every day or spending thousands on an agency? In this episode, I sit down with advertising expert Lova Kremer to break down how entrepreneurs can start using ads to generate leads, validate offers, and scale the ... Show More
56m 15s
Jun 3
How to Choose Joy in Hard Seasons (Even When Life Feels Impossible) with Amberly Lago
Have you ever wondered how to keep moving forward when life keeps throwing challenge after challenge your way? In this episode, I sit down with bestselling author Amberly Lago to talk about finding joy even in the middle of pain, loss, setbacks, and uncertainty. She shares the mi ... Show More
1h 2m
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