What actually makes an online business work today?
And why are so many entrepreneurs still struggling—even with more tools, AI, content, and strategies than ever before?
In this expansive and deeply honest conversation, Kate sits down with longtime entrepreneur and business educator James Wedmore to unpack the timeless principles behind sustainable online business growth, why most people overspend while under-learning, and what truly creates transformation in both business and life.
James shares the behind-the-scenes reality of spending five years building his business before seeing meaningful traction, the mindset shifts that helped him survive those early years, and why he believes the future belongs to entrepreneurs who understand human psychology, messaging, embodiment, and emotional resilience—not just tactics.
Together, Kate and James explore the dangerous obsession with shortcuts, why most people misunderstand marketing, and the deeper emotional patterns underneath entrepreneurship, money, and self-worth. They also dive into the changing landscape of online education, AI, and digital products—and why transformation-based businesses are far from dead.
James breaks down the core business principles he believes will still work 200 years from now: understanding people deeply, creating real value, learning how to communicate clearly, and building a business from stewardship instead of constant reinvention.
This episode is part business masterclass, part emotional recalibration, and part wake-up call for anyone who wants to create meaningful work without getting lost in the noise of the online industry.
If you’re a coach, creator, entrepreneur, or someone trying to build a business that actually lasts, this conversation will completely change the way you think about marketing, messaging, profit, and personal growth.
“The future belongs to the people who understand transformation—not just information.” — James Wedmore
“The level of stewardship required for the level of life you want is the work.” — Kate Northrup
Listen on…
🎤 Let’s Dive into the Good Stuff on Plenty 🎤
00:00 The Entrepreneurial Struggle
03:45 The 50% Profit Rule
11:08 Common Money Mistakes
19:58 Building Real Wealth
29:12 Timeless Marketing Principles
35:13 Are Online Courses Dead?
36:34 Transformation vs. Information
52:47 AI & Human Connection
1:21:14 Letting Go of Control
1:43:30 The Power of Replication
Links and Resources:
Kate’s InstagramThe Business Breakthrough Experience
The Digital CEO Dashboard
Connect with James Wedmore:
Website
✨ What If the Breakthrough in Your Business Isn’t More Hustle?
Created by my friend and 7-figure launch mentor, James Wedmore, The Business Breakthrough Experience is a free 3-part live training designed to help entrepreneurs identify the gaps, bottlenecks, and blind spots keeping their business stuck.
Because most people don’t need more information.
They need clarity on what actually moves the needle.
Inside the experience, you’ll explore:
🔹 What’s slowing your business growth
🔹 The mindset + strategy shifts that create momentum
🔹 How to build a more scalable digital business
🔹 What’s actually working right now in online business
This isn’t about doing more.
It’s about finally seeing what needs to change.
👉 Register for The Business Breakthrough Experience and start creating real momentum in your business. ✨