109. James Wedmore Cried & Then Taught Me How to Sell Better
Plenty with Kate Northrup
Kate Northrup
4.8 • 697 Ratings
🗓️ 20 May 2025
⏱️ 60 minutes
🧾️ Download transcript
Summary
What if selling more of your digital product wasn’t about hustling harder—but about aligning more deeply with what truly works? Let’s talk about creating offers that feel like a full-body yes for both you and your audience.
In this heart-centered, strategy-rich episode, I’m joined by my dear friend and longtime mentor, James Wedmore, for a conversation that blends the practical and the mystical sides of growing your digital product business. James shares powerful lessons from his 18+ years in the online space, including how love, synchronicity, and deep trust have shaped his journey—and how those same elements can unlock massive abundance in yours.
We dive into why even the best ideas can sometimes go unsold, what makes an offer truly irresistible, and how to tap into both aligned action and effective strategy to spark momentum. Whether you’re already selling courses or dreaming about turning your wisdom into a scalable online business, you’ll walk away with fresh insights and practical tools to move forward with clarity and confidence.
“The first key to understanding why your digital product isn’t selling is this: It will never sell itself. You’ve got to create an irresistible offer and show up for it.” –James Wedmore
🎤 Let’s Dive into the Good Stuff on Plenty 🎤
(00:21) Guest Introduction: James Wedmore
(01:50) Transitioning to Online Business
(02:19) Marketing Strategies for Success
(03:27) Synchronicity and Alignment
(07:32) The Law of Synchronicity
(10:34) Personal Engagement Story
(15:52) Life Changes and Business Growth
(25:30) The Importance of Taking Action
(29:21) Webinars as a Business Strategy
(34:13) Enhancing Offers for Better Sales
(40:02) Key Elements of a Successful Launch
(43:16) Scaling Your Business
(56:16) Rise of the Digital CEO Training
🎧 Podcast Promo: The Rise of the Digital CEO is HERE!
If you’re ready to sell more digital products with greater ease—and stop feeling like you’re doing all the things with minimal results—then this is your moment. I’m so excited to invite you to my favorite free online business training of the year: The Rise of the Digital CEO.
Led by my friend (and recent unofficial launch coach!) James Wedmore, this training is packed with the exact strategies and step-by-step processes that helped us increase our 2024 launch revenue by 63%—without working longer hours or hustling harder.
In this 3-part training series, you’ll learn how to:
- Break through your financial goals with a repeatable strategy
- Craft irresistible offers that attract your dream clients
- Understand and leverage key metrics (like Earnings Per Lead!) to grow without burnout
- Create money on demand with a 6-step process that actually works
- Align your strategy with your inner guidance so your business feels as good as it performs
James blends soul and strategy in a way that’s rare and incredibly effective. He’s the real deal, and he’s built a $12M/year business while surfing every day and staying deeply connected to his purpose.
This free training only happens once a year and is truly the most valuable I’ve ever attended in my 15+ years in the online business world.
🎟 Reserve your seat now at katenorthrup.com/rise.
📅 It starts May 29, 2025—don’t miss it.
Transcript
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| 0:00.0 | So what I do is I work primarily with someone who has any type of digital product. |
| 0:03.9 | And the first key to understanding why your digital product isn't selling was one of the first |
| 0:09.6 | lessons I had to learn. And I learned it the hard way. It will never sell itself. And if you're just |
| 0:14.5 | putting it on your website on the Work With Me tab with an add to cart button and no one's buying, |
| 0:19.0 | now you know why. It does not sell itself. |
| 0:27.4 | We are not selling iPhone cases on Amazon. This is not Tupperware. This is something completely different. Even that requires a party. Well, that's right. Which is a lunch. That is a promotion. |
| 0:32.2 | That is a Tupperware parties. That's a, that's a thing. I used to bartend for those. |
| 0:35.8 | Hello. Today I have one of my dearest friends |
| 0:39.3 | on the podcast. He is one of the smartest, most magical humans I know. His name is James Wedmore. |
| 0:46.8 | We've been friends for over 13 years. And in this episode, he actually, I was impressed. He just |
| 0:53.4 | like nailed the date when we met, which I had no idea that he would know. |
| 0:57.0 | And he is, I think, the best teacher that we have for online business, specifically people who are course creators and digital business owners. |
| 1:11.1 | Now, I will say whether you have an online business or not, this episode is going to be really |
| 1:17.0 | touching and beautiful. |
| 1:19.0 | He starts off with the absolutely gorgeous story of falling back in love with the love of |
| 1:27.3 | his life of 20 years and the engagement story, |
| 1:30.7 | we both cried. It was awesome. So listen in just for that. If you love love, you're going to love it. |
| 1:37.7 | And then we really get into why so many people are not selling as much of their beautiful work as they could be. |
| 1:47.0 | So if you feel like you are the best kept secret, if you have an amazing digital product, |
| 1:53.0 | whether it's a course, a program, a membership, and you're not selling as many as you want, |
| 1:58.0 | or if you dream of taking your business online, maybe you're an in-person |
| 2:03.3 | service provider like an acupuncturist or, you know, some kind of service provider and you |
... |
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