Playlist Lived & Learned: Real Pricing Lessons from Guests


Most solo business owners assume everyone else has pricing figured out.

They don’t.

Not because they’re failing, but because pricing isn’t something you solve once and never revisit. Even experienced business owners continue learning, adjusting, and making better pricing decisions as their businesses evolve. This playlist brings together ten guest conversations from the podcast, each centered around a moment when something about their pricing wasn’t working—and what happened next. Not polished success stories. The real decision points.

One guest didn’t realize how much value she was leaving on the table until years into her business. Another served 100 clients before discovering she wasn’t turning a profit. One talks about offering discounts nobody had asked for. Another shares what it took to simply ask for more.

None of these are the same story. That’s the point. Many of them started by underpricing in one way or another, but how that showed up, where it came from and what it took to change course was different for every business. And I suspect every one of them would tell you they still haven’t completely figured pricing out but it’s much better than it was before.

If you’re working through pricing questions of your own, I think you’ll find something to relate to in these conversations.


What Listeners Say about The Pricing Lady Podcast

“The pricing journey for any business is just that… a journey! Janene and her guests give practical information with a conversational and fun delivery. I not only thoroughly enjoy this podcast but in every episode, I learn something new! Listen… and then go evaluate your prices!”
— Crackers_in_Soup

“Such an important topic. Pricing is a topic that so many business owners forget to pay attention to and yet it’s foundational! Thanks for sharing all your information.”
— KM98654

Pricing Resources Waiting for You

Is it time for you to raise prices, find out.

The first step towards raising prices is to understand if and when to raise what. The Price Check Workbook will help you think through that with guided questions to help you step-by-step.

Where do you stand with your pricing right now?
Use the Pricing Scorecard to get a quick, clear snapshot. It’ll help you see where you’re strong, where you’re stuck, and what to focus on next.

Want to explore what makes a price feel fair?
Watch the on-demand webinar Getting to a Fair Price. You’ll learn what makes pricing feel right for both you and your clients — and it’s the best way to preview what we cover in The Fair Price Formula and join the waitlist for the next round.

Not sure what’s the best way forward?
Book a free Discovery Call to talk through your pricing challenges and explore your next best step with Janene.


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