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.
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Have Online Courses Officially Died? Not Exactly.
01/20/2026
Have Online Courses Officially Died? Not Exactly.
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 would flourish in the online space, schedule your free with me and get clarity on what to do next.
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This Isn't Working Anymore: When A Dead End Becomes a New Direction
01/06/2026
This Isn't Working Anymore: When A Dead End Becomes a New Direction
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, Volume 3
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Why I Won't Be Using AI to Write in 2026
12/16/2025
Why I Won't Be Using AI to Write in 2026
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 with me and get clarity on what to do next.
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Feeling Stuck? How to Restart Your Momentum
12/02/2025
Feeling Stuck? How to Restart Your Momentum
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 take is building your online course or membership in 2026, I invite you to join me inside the . It’s a 90-day hybrid program where I walk alongside you as you build, refine, and launch your online program using the same proven process I use for my private clients. Exclusive pricing is available through December 12th. I'd love for you to
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More Than Strategy: How Community Fuels Real Progress
11/19/2025
More Than Strategy: How Community Fuels Real Progress
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 you’ve been craving support, connection, or just don't want to do this alone anymore… this episode is for you! Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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5 Simple Habits to Reduce Overwhelm in Business
11/04/2025
5 Simple Habits to Reduce Overwhelm in Business
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 will help you take charge of your work instead of letting your work take charge of you. Connect With Jen Let's connect on or .
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The Heart of Selling: What You Actually Sell
10/28/2025
The Heart of Selling: What You Actually Sell
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 you uncover what your audience truly needs to hear and how to say it in a way that resonates.
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The Heart of Selling: Rethinking What Selling Really Is
10/21/2025
The Heart of Selling: Rethinking What Selling Really Is
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 uncover what your audience truly needs to hear and how to say it in a way that resonates.
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How to Stop Undermining the Business You’re Building
10/08/2025
How to Stop Undermining the Business You’re Building
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 shows up, and what to do about it. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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The Truth No One Tells You About 10K Months
09/23/2025
The Truth No One Tells You About 10K Months
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 or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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What Three Years in Business Taught Me About Growth, Grit, and Trusting Myself
09/09/2025
What Three Years in Business Taught Me About Growth, Grit, and Trusting Myself
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 taking action before you feel ready Why you are the best expert for your audience (not the voices online) 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 or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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The Secret Ingredient to Getting Your Projects Done: Deadlines!
08/12/2025
The Secret Ingredient to Getting Your Projects Done: Deadlines!
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 much more! If creating a new lead magnet or launching an online program has been something you've been working on for the last year or two but still haven't brought it across the finish line, let's connect. You have something important that your people need, let's talk about how we can actually make that happen, both for your benefit and for theirs. Schedule your free with me and let's get this done!
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Should You Hire Someone to Build Your Course or Membership?
08/05/2025
Should You Hire Someone to Build Your Course or Membership?
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 ever thought: Can I do this on my own? Do I need strategy or tech support—or both? Is it worth the investment to hire someone? …this conversation is for you. We’ll explore the pros and cons of each path, what to expect from a “done for you” service (spoiler alert: it’s actually a “done with you” partnership), and how to make the right decision based on your time, energy, desire, and goals. Need strategic guidance without the full build?
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Behind the Build with Erin Harrigan: How Obedience (Not Hustle) Has Grown into a Thriving Business
07/29/2025
Behind the Build with Erin Harrigan: How Obedience (Not Hustle) Has Grown into a Thriving Business
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 membership, and a high-touch masterclass that truly serves her people. If you’ve ever wondered whether a course or membership is the next step for your business—or if you’ve felt behind watching others scale faster—this episode is your permission slip to go at the pace God sets for you. In this episode we also discuss: How Erin repurposed her podcast and book into a course. The pivotal moment that led to her membership. Why your goal determines how you approach building an online offer. The myth of “set it and forget it” when it comes to online programs. What Erin wishes she had done differently—and what worked well. Whether you’re building your first online course or refining your existing membership, Erin’s wisdom will encourage you to stay faithful, strategic, and aligned. Want to join Erin in her Connect with Erin YouTube: LinkedIn: IG: FB: Podcast: More About Erin Erin Harrigan is a Christian speaker, author, and Biblical business coach for high-achieving Christian women in business and the boardroom. Through private and group coaching, speaking, podcasting, and writing, Erin empowers sisters in Christ to navigate success with Jesus. Erin hosts the award-winning podcast, Redefining Hustle: Navigating Success as a Christian Woman, and her books include: Pursuing Success God’s Way: A Practical Guide to Hustle with Heart (in print and audiobook) The Redefining Hustle Journal: 90 Days To Define, Direct, Bring Discipline To, and Develop Your Business With God We Lead: Building Connection, Community, and Collaboration for WOMEN IN BUSINESS, Volumes 1 & 2 (contributing author).
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Smart Financial Moves to Protect and Grow Your Online Program - with Gala McCray
07/15/2025
Smart Financial Moves to Protect and Grow Your Online Program - with Gala McCray
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 sustainability really looks like, and why diversifying your income streams is crucial—especially when you're building or scaling an online course or membership. In this episode, you’ll learn: Why your most popular offer could be your biggest risk. The financial blind spots that keep course creators from scaling. How to spot the warning signs in your numbers before they cost you. What to consider if you want your program to be truly profitable. Whether you're about to launch or already selling, this episode will help you make smarter, more strategic financial decisions so your online program can grow and thrive long-term. Resources from the Episode The Financial Focus: Grab Gala's tool More about Gala Gala McCray is the founder of Two Arrows, a boutique financial consultancy that provides high-touch bookkeeping and strategic financial guidance for established service-based professionals. With nearly two decades of experience across operations and finance, Gala helps business owners move from reactive to refined by instilling confidence, clarity, and control in their numbers. Through Two Arrows, she supports clients in building scalable businesses with solid financial foundations—where luxury isn’t about excess, but about peace of mind. Connect with Gala : @galamccray Sign up for her
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Design Drives Results: A Mid Year Review for Driven Entrepreneurs
07/08/2025
Design Drives Results: A Mid Year Review for Driven Entrepreneurs
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-in to make sure your business is still moving in the right direction. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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Has the Window Closed on Online Courses and Memberships?
06/24/2025
Has the Window Closed on Online Courses and Memberships?
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 your permission slip to think differently. And if you want personalized help mapping out your unique course or membership,
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3 Easy Ways to Launch Your Course or Membership
06/17/2025
3 Easy Ways to Launch Your Course or Membership
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 or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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The Future of Your Business Depends on What You Do Today
06/10/2025
The Future of Your Business Depends on What You Do Today
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 entrepreneurs hesitate to move forward and shares practical encouragement to help you finally take action. If you're ready to move beyond dreaming and start building the course, membership, or digital offer you’ve been thinking about, this is the reminder you need. Your future starts with what you choose to do today. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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The Real Reason You Feel Stuck Even Though Your Business is Growing
05/27/2025
The Real Reason You Feel Stuck Even Though Your Business is Growing
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 brought you to your current level of success. If you want to create more time, freedom, and sustainability in your work but you’ve been feeling like there’s no more of you to give...this conversation offers clarity and perspective on a better way forward. Connect With Jen If you believe it might be time to shift your business model and want to process what that could look like, let's connect. Schedule your complementary with me and get clarity on what to do next.
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Take Your Workshop Online: The Easiest Way to Get Started With Digital Products
05/13/2025
Take Your Workshop Online: The Easiest Way to Get Started With Digital Products
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 experiences. I’ll walk you through: Why turning your in-person workshop into an online version is a smart first step. How this move benefits both you and your participants. Simple strategies for translating your workshop content into an engaging online format. Whether you're burned out from doing events over and over or you want to reach beyond your local market, this episode will help you get started online with what you already know and love. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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Start Strong: Why Onboarding Is a Secret to Success
05/06/2025
Start Strong: Why Onboarding Is a Secret to Success
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 first few moments after someone joins—when they’re wondering: “Where do I go? What do I do first? Am I already behind?” And if they don’t get answers fast, they fade. Quietly. Without ever really giving your offer a chance. Here’s the good news: You don’t need to overhaul your content. You just need to guide them. 🧭 Tell them exactly where to start. 📩 Anticipate the questions before they ask. 💬 Encourage them like they belong—because they do. 📦 And surprise them with something unexpected, even small. An intentional onboarding experience doesn’t just feel good—it keeps people engaged, committed, and connected. And the best part? Most of it can be automated. If you want your members to feel encouraged, equipped, and ready to stick around for the long haul, you need an onboarding sequence. If you’re ready to build your own,
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Order Bumps vs. Upsells: What They Are and How to Use Them Wisely
04/29/2025
Order Bumps vs. Upsells: What They Are and How to Use Them Wisely
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: What an order bump really is (and why it must be a low-dollar, highly relevant offer). Why a poorly positioned offer can actually derail a sale. The right time and place to introduce a higher-dollar upsell to maximize trust and conversions. How simplicity (not complexity) leads to more clarity and better results for you and your customers. Whether you’re just launching your first online course or looking to optimize your sales process, this episode will help you make smart, simple decisions that will help you increase your impact and your income.
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What Should You Charge for Your Course or Membership?
04/22/2025
What Should You Charge for Your Course or Membership?
Have you ever found yourself staring at your course or membership wondering… What in the world should I charge for this? You're not alone. Pricing can feel confusing, emotional, and even paralyzing—but it doesn't have to be. In this episode, I’m breaking down the three essential questions to ask when setting the price for your offer. Whether you're just getting started or you're refining an existing program, these questions will give you a solid foundation to work from: Where does this offer fit in your business? Is it your signature program or a stepping stone in a larger ecosystem? How much of you do they get? Remember: the more of you they get, the higher the price should be. What’s the value of the transformation? It’s not about how much content you include—it’s about what’s at stake for your audience. If pricing has been a stumbling block and had you second guessing yourself—this episode is for you! Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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When Overwhelm Hits: How to Realign Before You Burn Out
04/08/2025
When Overwhelm Hits: How to Realign Before You Burn Out
Do you ever feel like you’re doing all the things—but still feel like you’re barely keeping up? In this week’s episode of My Entrepreneurial Life, I’m talking about a feeling most of us know too well: overwhelm. You’ll learn: The difference between busy and overwhelmed (and why it matters). Why overwhelm is actually a helpful signal. A few powerful questions to help you realign your business and life. Your business should help you be more of the person you were created to be, not less. So come and join me in this candid conversation. It might just spark the change you desperately need. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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What to Look for When Choosing a Platform for Your Course or Membership
04/01/2025
What to Look for When Choosing a Platform for Your Course or Membership
If you're thinking about getting your course or membership out into the world—but feel stuck trying to choose the “right” platform—this one's for you. In this episode, I break down the 6 essential features your platform must have to give your audience a great experience and keep your business running smoothly. We’re talking about what really matters—things like: A flexible course builder Multimedia support Built-in marketing tools Smart automations …and more. This is a strategic conversation to help you move forward with clarity instead of staying stuck in decision mode. You’ve got what it takes to build something great—and the right platform can make all the difference. Connect With Jen Let's connect on or . If you want to try Kajabi for yourself, I’m a Kajabi partner which means I am able to offer a 30-day free trial and small commission from Kajabi. To make sure you know how to get started, I also offer a free 60-minute strategy session with me. This way you can explore the platform, ask your questions, and see if it’s the right fit for your business. Start your free trial here:
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What I Wish You Knew: Lessons to Create Your Course or Membership With Confidence
03/25/2025
What I Wish You Knew: Lessons to Create Your Course or Membership With Confidence
If you’ve been thinking about builidng an online course or membership but feel stuck, this episode is for you. So many business owners hesitate because they want everything to be just right before taking action. But waiting for perfection only keeps you from helping the people who need you most. In this episode, I’m sharing six key lessons I’ve learned from helping business owners successfully create and launch their programs—lessons that will help you move forward with clarity and confidence. We’ll talk about: Why you don’t need to have everything figured out before you start How keeping it simple creates a better experience for your audience The reason marketing is just as important as your program itself What do to when you might feel like quitting The power of staying focused on your why How trusting the process helps you create a program that truly serves your people If you’re tired of second-guessing and overthinking, this episode will give you the clarity and encouragement you need to take the next step. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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But What If No One Buys? How to Overcome Fear and Take the Leap
03/18/2025
But What If No One Buys? How to Overcome Fear and Take the Leap
Have you ever had a great idea for an online program, workshop, or offer—only to stop yourself before you even start because of that nagging thought: What if no one buys? If that question has been swirling in your mind, you’re not alone. But here’s the truth: it’s not really about sales. It’s about something deeper—the fear of failure. In this episode of My Entrepreneurial Life, we talk about: Why What if no one buys? is actually a fear of failure in disguise How to move past the doubt that keeps you stuck Why fear isn’t a sign you’re not ready How to reframe failure as the key to growth If launching your online program feels overwhelming, or if fear has been holding you back, this episode is for you. Connect With Jen If you know an online program is your next step but fear has been holding you back—I’d love to help. Schedule your free with me and let’s talk through it. I promise, you’ll walk away with clarity and direction.
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How to Choose a Lead Magnet That Converts
03/11/2025
How to Choose a Lead Magnet That Converts
If you’ve ever wondered how to create a lead magnet that actually leads somewhere—like straight into your online program—this episode is for you. In the final episode of our Build It Better series, we’re talking about one of the most powerful tools in your business: the right lead magnet. Not just any freebie, but a resource that helps your audience make progress and naturally leads them to say yes to your course or membership. Here’s what you’ll learn: Why the best lead magnets aren’t about format—they’re about results The #1 mistake entrepreneurs make when designing a lead magnet (and how to avoid it) Why you should stop worrying about “giving away too much” and start focusing on real value The simple questions you can ask your audience right now to create a lead magnet that truly works If you’re serious about growing your online program with a strategy that actually converts, this is an episode you don’t want to miss! 🎧 Leave a Review I'd love to hear your thoughts about the podcast. If you are finding value, please take a moment to leave a review so others can find it and join our community! Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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Transform Your Online Program with a Winning Launch Plan
03/04/2025
Transform Your Online Program with a Winning Launch Plan
Have you ever wondered what truly sets a standout online program apart from the rest? In my latest podcast episode, "Transform Your Online Program with a Winning Launch Plan," I dive into the essential strategies that will not only help you launch your course or membership with confidence but also position you well ahead of the competition. In this episode, you'll learn how to: Harness the Power of Planning: Discover why a well-thought-out launch plan is your secret weapon, reducing overwhelm and ensuring every piece of your program gets the attention it deserves. Strategically Engage Your Audience: Learn how planning 2-3 months ahead primes your audience with valuable content and small wins—so when the launch window opens, they’re ready to join you. Boost Your Conversion Rates: Understand how a focused, intentional content strategy can lead to higher conversion rates, helping you achieve both your personal and professional goals. Implement Actionable Steps: From creating transformational stories to crafting a compelling pre-launch content strategy, get practical tips that make your launch both effective and efficient. Whether you’re creating a self-paced course or a membership program, this episode is packed with insights to help you navigate what to do after you've created your program, so you can truly make an impact. Connect With Jen Let's connect on or . Are you wondering if you should build an online course or membership? Schedule your free with me and get clarity on what to do next.
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