SUMMARY:

In this episode, Aaron and Terryn dive deep into one of the hardest questions every entrepreneur faces: “When is it time to roll out something new?”

Drawing from their decade of working side by side and coaching business owners across industries, they share practical insights on how to test new ideas without destroying what’s already working. You’ll learn how to count the cost, validate ideas on the cheap, manage risk, and know when to pivot or shut down a failing project.

From the value of failure to the art of starting small and scaling smart, this candid conversation delivers both laughter and lessons for operators and visionaries alike. Whether you’re running a $1M startup or a $40M operation, this episode helps you build with intention—and bounce back when things don’t go as planned.

Minute by Minute:

00:00 – Introduction 02:20 – The Real Question: When to Roll Out Something New 04:00 – How Long Should You Stick with a New Idea? 05:10 – Why Founders Must Be Fully Bought In 06:00 – Counting the Cost Before You Build 07:20 – Testing Ideas Cheaply and Simply 10:00 – Pricing, Value, and the Power of Starting Low 13:00 – Seasons of Business: Knowing When to Go All In 16:00 – Knowing When to Pivot, Persist, or Pull Back 20:00 – Learning Through Failure and the Art of the Comeback