Episode Details

In this episode of Tales from The Lane, Kate is joined by sales and strategy coach Steph Crowder for a conversation about entrepreneurship, selling, courage, and building a business that actually supports the life you want to live.

Steph is the host of the Courage and Clarity podcast, a former Director of Sales Training at Groupon, and the founder of Sold Out Group Programs, where she helps entrepreneurs start, sell out, and scale group programs with more courage, clarity, and confidence.

In this conversation, Kate and Steph talk about Steph's path from corporate sales to online business, the intentional choices that helped her design a career around her life, and why so many creative, service-driven people feel uncomfortable with selling.

They also explore what it means to step away from something that looks successful from the outside, why scaling a business can bring up unexpected fear, and how Steph rebuilt her work in a way that supports her life, her family, and her ambition.

Together, they discuss:

• Why sales feels uncomfortable for so many creatives and entrepreneurs
• How to reframe selling as service rather than self-promotion
• What "consultative selling" really means
• Why life design matters when building a business
• Steph's experience leaving Groupon and later stepping away from her own business
• The "scaling scaries" and what it takes to grow sustainably
• How to identify money-making activities in your business
• Why boundaries with your phone and attention matter more than we think
• What it means to thrive while still wanting to grow

If you have something valuable to offer but struggle to share it, or if you are trying to build work that supports your life instead of consuming it, this conversation will give you a fresh perspective on sales, courage, and sustainable success.

You can find Steph on Instagram at @heystephcrowder.

Grab Steph's free guide, The 15-Minute Planner Method, at stephcrowder.com/plan.

Learn more about Steph's mastermind, Sold Out Group Programs, at stephcrowder.com/apply.

And if you want support putting this into action:

👉 Q2 Strategy Sessions are now open These are 90-minute, one-on-one sessions where we take everything on your plate and turn it into a focused, realistic plan for the next 90 days. You will leave with clarity, direction, and a personalized roadmap you can actually follow.

👉 Download the Quarterly Retreat Planning Guide A simple, powerful tool to help you step