My Entrepreneurial Life

Have you been wondering where I've been? Spoiler: you probably weren't. In this bridge episode, I'm calling myself out for the pressure I put on myself to produce content constantly—and giving you permission to do the same. Because here's the truth: you can't do it all, and that's okay. Plus, a heads up that we are launching our new show Our Entrepreneurial Lives in just a few days! New title, new...

The hardest kind of change isn't letting go of something bad or broken. It's letting go of something that's working. When things are good, they're comfortable. They're familiar. And that comfort can become the very thing keeping you from something so much better. In this episode, we're talking about how you've sometimes got to let go of something good in order to make room for something better. If...

Every entrepreneur knows the feeling. You start a new project full of excitement and energy, and then suddenly you're stuck. You're not at the beginning anymore, but you're nowhere near the end either. You've hit what I call "the muddy middle" and most of us will do everything we can to get out as quickly as possible! In this episode, you'll discover why the muddy middle is actually a sign that yo...

A few weeks ago I was a guest on the MindHER podcast with Mandi Casey , and at the end of our conversation she asked me what one piece of leadership advice I've received that I still follow today. My answer was immediate — a quote attributed to Abraham Lincoln that I first found nearly ten years ago while preparing a sermon, and that has stayed with me ever since: "All men are born originals. Sadl...

Something has shifted for coaches and consultants over the last couple of years — and if getting clients has started to feel harder than it used to, you're not imagining it. In this first episode of a brand new series, I share one of the most important lessons from my own transition from personal brand to agency: I still serve the same people, but the problem they are wresting with has changed. An...

Have you ever found yourself arguing with ChatGPT, re-prompting the same request five times, and walking away with nothing to show for it? I get it! I got to a point where AI wasn't giving me time back. It was stealing it away from me. The fact is many entrepreneurs are struggling with the use of AI. It is more and more available, and yet it doesn't seem to be really helping us. In this episode, I...

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'...

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 y...

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...

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...

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 reco...

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...

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 under...

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 se...

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 w...

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 wonde...

I'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: The power of ta...

Can you imagine a world without deadlines? At first, it might sound freeing—no more pressure, no last-minute scrambles—but without them, our lives and businesses would look very different. Deadlines guide our actions, help us prioritize, and ensure we actually cross the finish line on the projects that matter most. In this episode we explore: 3 key reasons why we resist how deadlines liberate rath...

So you're ready to get your course or membership out into the world…but should you hire someone to help you do it? In this episode, I walk you through the honest questions to ask yourself before deciding whether to DIY or get professional help. We talk about what it really takes to build and launch a course or membership—beyond just recording some videos and uploading them to a platform. If you've...

In this episode, I sit down with Christian business coach, Erin Harrigan, as she pulls back the curtain and shares what it  really   looked like to build her business. Although she was tempted to run after the latest trends and follow what others were doing, it was obedience, not overachievement, that helped her grow. Today, her business includes private coaching, a digital course, a group members...

Most business owners want to grow their income—but too many ignore the financial strategy that makes that growth sustainable. In this episode, I'm joined by Gala McCray, founder of Two Arrows, a boutique financial consultancy that helps service-based professionals gain clarity, confidence, and control in their numbers. We dive into the difference between revenue and profit, what financial sustaina...

The first half of the year is behind us and a perfect time to stop and reflect. In this episode, we are being intentional to check in and make sure we are making decisions that keep us aligned with our vision. Because while taking action drives results, intentional reflection creates clarity and helps you ensure that the design of your business is created to give you the results you want.  Don't m...

It's the question so many entrepreneurs are silently asking: Are people still buying online courses and memberships? In this episode, we get honest about the fear of market saturation, the concern that you've missed your chance, and the inner dialogue that says, "There's too much competition." If you've been holding back because it feels like the window of opportunity has closed, this episode is y...

Every successful launch needs a live event. It's what signals to your audience that you're ready and it gives them a clear invitation to take the next step. In this episode, I'm sharing why including a live event is a must and three simple options you can choose from to make it happen. Connect With Jen Let's connect on Instagram or LinkedIn . Are you wondering if you should build an online course...

Have you ever had a big idea for your business that never made it past the planning stage? If you're holding onto future programs, services, or projects but haven't taken the first step, this episode is for you. In this conversation, we talk about the power of present action and how small, intentional step, even in slower seasons, can shape the future of your business. We'll explore why many entre...