The Leadership No One Talks About Behind Group Programs (Session 11 with Jackie)
Release Date: 06/11/2025
LITerally
We talk a lot about delivering in business (though probably still not enough). We know the game of giving more value, being of service, and overdelivering to create results. But what gets talked about far less is how often that delivery comes at the expense of your own bandwidth, clarity, or boundaries, especially when you really care. In this solo episode, I’m unpacking what it actually looks like to serve powerfully without losing yourself in the process. We’re talking about expectation-setting, emotional labor, clean boundaries, and why real leadership means being honest about...
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We all know trust matters in business. But it’s usually framed as self-trust... trust yourself, back yourself, show up confidently. And while that’s true, it’s not the whole story. In this episode, Jackie and I talk about the kind of trust that doesn’t get nearly enough airtime, and why it's at the heart of everything from pricing and retreat planning to expectation setting and sustainable growth. This one goes deep into what it really takes to lead when you care deeply and still want to scale. In this episode, you’ll hear: The real truth about retreats that most people won't...
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There’s a version of scaling that doesn’t require self-sacrifice. In this episode, Jackie shares how stepping out of the wrong roles, especially operational ones, is what allowed her to fully claim what she wants most in this season: to prioritize motherhood without stalling business growth. We talk about the emotional maturity it takes to walk away from something you once wanted, the importance of mental bandwidth in a changing economy, and why “back-end work” can become a comfort zone if you’re not careful. If you’ve ever wondered whether it’s really possible to grow a business...
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There’s a lot of talk in this industry about scaling with ease, but what often gets left out is the real leadership behind it that is required to run a powerful group or course. The emotional labor. The nuance. The constant clarity and communication it requires when you actually care about your clients' experience. In this episode, Jackie and I unpack what that leadership really looks like. From how “free to free” strategies are working differently right now, to why value doesn’t always equal connection, to the boredom and second-guessing that can creep in when you care deeply. This...
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This episode is all about the decisions we don’t always talk about... the tradeoffs, the timing, and the roles we play that either move us forward or hold us back. Jackie and I dive into the kind of support that actually helps you scale, how aligned timing leads to smarter growth, and why stepping into the role you’re meant to lead from changes everything. If you’ve ever struggled with risk tolerance, team structure, or feeling like you’re in the weeds of your own vision... this is your episode. In this episode, you’ll hear: Why saying yes to one thing always means...
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The coaching industry loves a simplified narrative about scaling: "Hire more support." "Build a funnel." "Go passive." “Detach.” But if you’ve ever tried to grow in a way that actually felt aligned, sustainable, and human you’ve probably realized those strategies don’t tell the whole story. In this solo episode, I’m sharing the truth about what really works when it comes to scaling a service-based business… and the lies that keep so many entrepreneurs spinning their wheels. This isn’t just a takedown of bad advice. It’s a reminder that scaling isn’t about doing less or...
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This episode is a deep dive into the pressure so many entrepreneurs feel to “do it all” and the quiet tradeoffs that come with that mindset. Jackie and I unpack what it really means to build sustainably, why momentum can’t carry you forever, and how self-sacrifice often masquerades as strategy. We also explore why ease doesn’t mean you’re not being strategic, and how to make space for slower, more intentional growth that actually matches your goals. If you’ve ever struggled with wanting to scale everything at once, or found yourself minimizing the strategy behind what came easily...
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This episode is a powerful one because it hits on something so many high-achieving women feel, but don’t always name. Jackie opens up about what’s really underneath her resistance to growth. We talk about what it means to grow without staying in fight-or-flight, how over-responsibility shows up in business and life, and why the “aha” moment doesn’t mean anything without action to back it up. If you’ve ever felt like you know what to do but still have major resistance to actually doing it, this conversation is for you. In this episode, you’ll hear: • The difference...
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We didn’t record a full session this week, but the 20 minutes we did capture? It is so incredibly important. Jackie’s wrapping her launch, enrolling multiple clients, and back in flow after a long, hard season. But what she shares here isn’t just about the win. It’s about what it took to get there. If you’ve ever wondered what it really looks like to stop spiraling, make strategic moves from self-trust, and create results without the panic... this is the episode. Short. Potent. And the exact medicine so many business owners need right now. In this episode, you’ll hear: The shift...
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What if the thing holding you back wasn’t strategy, mindset, or execution, but the silent tug-of-war between being “too much” and “not enough”? This solo episode is personal, real, and it’s something I know so many of you are feeling right now. The tension of wanting more- more growth, more income, more impact- while quietly fearing what comes with it. Inside, I’m sharing the patterns I’ve seen in myself, my clients, and the industry when it comes to navigating visibility, success, money, and momentum... especially when it all feels like too much to hold but not enough to...
info_outlineThere’s a lot of talk in this industry about scaling with ease, but what often gets left out is the real leadership behind it that is required to run a powerful group or course. The emotional labor. The nuance. The constant clarity and communication it requires when you actually care about your clients' experience.
In this episode, Jackie and I unpack what that leadership really looks like. From how “free to free” strategies are working differently right now, to why value doesn’t always equal connection, to the boredom and second-guessing that can creep in when you care deeply. This one’s a reminder that building something great isn’t always about doing less… it’s about showing up more intentionally.
In this episode, you’ll hear:
- Why “free to free” strategies are thriving right now (and what’s behind that shift)
- The surprising reason adding more value is killing your sales
- What to do when you feel bored or disconnected from your content (and what it really means)
- Why clarity, level-setting, and communication matter more than ever in group programs
- The balance between listening to your audience and staying grounded in your truth
- Why courses and group programs are harder when you care (and why that’s a good thing)
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