What Three Years in Business Taught Me About Growth, Grit, and Trusting Myself
Release Date: 09/09/2025
Have Online Courses Officially Died? Not Exactly.
My Entrepreneurial Life
Over the course of 2025 people were asking, "are online courses still a thing?" And now that Amy Porterfield has announced she is closing her Digital Course Academy, people are wondering if, in fact, online courses have officially died. In this episode of the podcast, we talk about the perfect storm that helped inflate the success of self-paced courses and what people want in this new season. You'll have a better understanding of how we got here, why it doesn't mean your online program is dead, and what it will take to build it better. If you want to discover whether or not your framework...
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This Isn't Working Anymore: When A Dead End Becomes a New Direction
My Entrepreneurial Life
There's very little in life or business that's truly permanent. Seasons change. Priorities evolve. What once felt right can quietly start to feel off, even heavy. Some things simply don't work anymore. In this episode, I share my story of my first business coming to an end and how that lead me to what I do now. It was a hard transition. Honestly, in some ways it still feels that way now, too. If you are in a place where you are having to shift and pivot, this episode is for you! You can get your copy of We Lead: Building Connection, Community, and Collaboration for Women in Business,...
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Why I Won't Be Using AI to Write in 2026
My Entrepreneurial Life
If you think your newsletters, blog posts, sales pages, and podcast recaps are all starting to sound the same, you're not imagining things. This is what I thought was happening to me, and after gathering research from the top industry experts in digital marketing, along with my own particular observations and experience, it's all starting to make sense. In this episode of My Entrepreneurial Life, I share why I won't be using AI to write in 2026. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free ...
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Feeling Stuck? How to Restart Your Momentum
My Entrepreneurial Life
If you’ve been feeling frustrated in your business—stuck, spinning, or wondering why things aren’t moving the way you hoped—you’re not alone. In this episode, I’m sharing a very real behind-the-scenes look at my own journey this year… including the moment when all my momentum stalled and what I decided to do about it. I’ll also share with you how to create your own list of small, doable steps so you can commit to taking action every day this month. You don’t have to control the outcome—you only have to control what you do next. And if one of the actions you want to...
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More Than Strategy: How Community Fuels Real Progress
My Entrepreneurial Life
If you’re feeling tired, stuck, or strangely disconnected in your business right now, you’re not alone. Many entrepreneurs are realizing something deeper is happening beneath the surface — it’s not a strategy problem, it’s a community problem. In this episode, we explore the real power of community in our personal lives and businesses — why it’s essential, what it looks like, and how to begin reconnecting when you’ve been in your own bubble for too long. You’ll also receive several simple next steps you can take this week to create more meaningful connection in your life. If...
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5 Simple Habits to Reduce Overwhelm in Business
My Entrepreneurial Life
If you’ve an entrepreneur or business owner who has been feeling stretched thin or constantly reacting to everything around you, you’re not alone. In this episode, I share five simple habits that have helped me reduce overwhelm and stay focused even when life and business feel chaotic. These habits are not about adding more to your plate or following complicated systems. They are small, practical changes that help you protect your time, quiet the noise, and make space to breathe. If you’ve been juggling client work, strategy, and content creation, or just trying to keep up, this episode...
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The Heart of Selling: What You Actually Sell
My Entrepreneurial Life
Most entrepreneurs think they’re selling their product or service—but that’s not what your audience is really buying. In this episode, we dive into the second key shift that brings clarity and confidence to every offer you make. You’ll learn how to identify the true results and transformation your clients want, so your messaging connects and your sales conversations feel effortless. Once you understand what you truly sell, every piece of your marketing will make more sense. Master Your Messaging Do you need clarity and confidence around your message? My Messaging Matrix helps...
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The Heart of Selling: Rethinking What Selling Really Is
My Entrepreneurial Life
If the word “sales” makes you cringe, you’re not alone. In this episode, I unpack the first fundamental shift that will change the way you think about selling forever. You’ll learn how to separate the idea of sales from manipulation, redefine it as an exchange of value, and see how this shift can restore your confidence and integrity as a business owner. This conversation will help you see that selling isn’t in opposition to serving—it’s actually an extension of it. Master Your Messaging Do you need clarity and confidence around your message? My Messaging Matrix helps you...
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How to Stop Undermining the Business You’re Building
My Entrepreneurial Life
Have you ever realized you’re the one standing in your own way? In this episode, I talk about how we unintentionally undermine the very business we’re trying to build. I share a moment when I almost sold out on the vision I had for my future and what it taught me about self-sabotage, alignment, and growth. If you’ve ever lowered your prices, said yes to something that no longer fits, or clung to what’s familiar instead of stepping into what’s next, this conversation is for you. We’ll unpack what self-sabotage can look like for entrepreneurs, how to recognize the tension when it...
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The Truth No One Tells You About 10K Months
My Entrepreneurial Life
Can you really make $10,000 a month with an online course or membership? Is that goal realistic—or just clever marketing? Why do we see those headlines everywhere, and what do they leave out of the story? In this episode, I pull back the curtain on the “10K month” promise and share some truths that don’t always make the highlight reel. If you’ve ever compared yourself to those big claims and wondered what’s real, this conversation is for you. Want to learn how to build an online program that gets people results? Join me for my free Connect With Jen Let's connect on ...
info_outlineI’m celebrating a milestone—three years of building this business—and in today’s episode, I’m reflecting on the journey. It’s been filled with unexpected turns, slow seasons, and hard-won clarity. Along the way, I’ve learned some powerful lessons that have shaped how I show up as an entrepreneur and how I help others build programs that actually work.
In this episode, I talk about:
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The power of taking action before you feel ready
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Why you are the best expert for your audience (not the voices online)
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And how giving something 90 days of consistent effort can lead to real clarity
Whether you’re just starting out or a few years in, I hope these lessons encourage you to keep going—and to trust yourself more in the process.
Connect With Jen
Let's connect on Instagram or LinkedIn.
Are you wondering if you should build an online course or membership? Schedule your free discovery call with me and get clarity on what to do next.