My Entrepreneurial Life

My Entrepreneurial Life

Go behind the scenes with content strategist Jen Howat as she sheds light on the process of designing, launching, and growing online courses and memberships. Through both solo episodes and interviews with content creators and industry experts, you'll get insights and strategies that will help you unlock the full potential of your business.

Episodes

December 2, 2025 15 mins

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 s...

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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 bus...

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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 ...

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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 pi...

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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 servin...

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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...

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September 23, 2025 24 mins

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 you...

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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:

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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 rather than limit

and so muc...

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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 uplo...

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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, ...

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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 ...

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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 miss this quick but powerful check-i...

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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."

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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 or membership? Schedule your free di...

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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 bus...

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Have you hit a brick wall in your business even though everything looks like it's working? In this episode we'll explore why so many successful coaches and service providers still feel stuck, exhausted, and on the brink of burnout. Spoiler alert: It's not about trying harder, hiring more people, or figuring out how to manage your time. It's actually your business model...the same business model that brough...

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Want to test the waters with online programs without completely overhauling your business? In this episode, I share the easiest and fastest way to get started—by taking a popular in-person workshop and offering it online. You'll learn how this simple shift helps you reclaim your time, reach more people, and add a new revenue stream—all without sacrificing the impact of your live experienc...

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You've poured your heart into your course or membership. You've welcomed new people in. You've created something truly valuable.

But… have you helped them start?

Because that's where the breakdown usually happens. Not in your content. Not in your value. But in those ...

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Order bumps and upsells. What are they? Should you be using them? What's the best strategy to incorporate them into what you have to offer. In this episode we break down the these two commonly confused terms in the online business world. 

In This Episode You'll learn:

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