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“What Don’t I Know Yet?” (Session 17 with Jackie)

LITerally

Release Date: 08/06/2025

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This session is such a grounded look at the realities of running and scaling a bigger business. Whether that's the team dynamics, the behind-the-scenes adjustments, or the ongoing work of catching up to the size and scale of what you’ve built.  We also dig into why “new energy” isn’t always better, how to use what already works (even if it’s not shiny or new), and what it looks like to assume ease instead of expecting struggle. This episode is about anchoring into what’s proven, trusting your experience, and remembering that success can be simple.  In this episode,...

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This session is a little shorter, but very powerful. Molly and I start with some real conversation about family and the way life inevitably impacts business. Because this context matters, and it’s part of why we coach the whole person, not just the business owner. We talk about celebrating progress in all its forms, the importance of data in making decisions, and how to stay intentional with engagement, surveys, and revenue planning. From handling objections to honoring what’s working, this episode is a reminder that growth isn't just about taking the next right step, but it's also about...

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Molly has had some very difficult personal circumstances occur since our last call and we start by naming and witnessing them and then deciding WTAF to do when life throws you some big curveballs that impact your business.  We dig into nervous system resilience, what it means to treat your funnels and webinars as “can’t lose” experiments, and what doing things last minute means for your business. From webinar slides, to detailed messaging specifics, to when it’s actually okay to redirect a call, this episode is a reminder that business isn’t about perfection but about...

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Business isn’t black and white no matter how much we want it to be. It’s full of nuance, paradox, and both/and moments. In this solo episode, I dig into the foundation of what makes coaching and strategy effective: the ability to hold multiple truths at once. From the realities of data and best practices, to the messy context of being human, leading, and navigating real external circumstances, and why the answers are rarely “all mindset” or “all strategy.” This episode is about how to lean into nuance, use it to your advantage, and build a business that actually reflects your life,...

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This session with Molly starts with processing all of the change she’s feeling and what it looks like to intentionally coach someone through the question of “Am I just handling more or is it actually too much?” From there, we get into the renewal pricing shift I’m recommending, how to confidently go for more after burnout, and where ManyChat fits into her upcoming launch. It’s a conversation about making the right shifts at the right time so you can find real clarity and consistent momentum again.  In this episode, you’ll hear: • The actual work of coaching that we should be...

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This session is such a great reminder that business is rarely black and white, but is actually full of nuance and “both/and” moments. From politics to freebies to frameworks that actually work, Molly & I dig into what it means to hold space for multiple truths at once. We also talk about the tendency women have to question our expertise, the power of problem awareness, and how to navigate seasons of business when you’re shifting from coasting to pursuing more specific goals. We even get into the practical realities of leaning into best practices/strategy while still prioritizing your...

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Priorities and Politics (Session 4 with Molly) show art Priorities and Politics (Session 4 with Molly)

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This session takes us into the complexities of running a business while holding everything else life throws at us. From needing an income runway, to online pressure, to the weight of social and political news (and the pressure to talk about it online), we talk about the duality that CEOs carry daily. This is an honest, grounding conversation about permission, perspective, and creating a business that supports you (without taking too much from you).  In this episode, you’ll hear: • When to break the "focus on one thing" rule in business • The magic of running a beta cohort live (and...

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More Episodes

In this episode, we dive into the nuance most people miss when they look at data. Jackie is seeing strong conversions, but we go beneath the surface to explore what those numbers are actually telling us about traffic, trust, and the deeper work of scaling with integrity.

We talk about what it means to hold the tension between “this worked” and “this still needs to change,” how Jackie’s sales strength is being used against her (by her own inner critic), and the rebuilding that’s required when you’ve lost trust. This one is all about strategy, but also about the emotional maturity it takes to stay with the unknown long enough to see it turn into something better. 

In this episode, you’ll hear:

  • Why it’s exciting to change things when you actually trust the data
  • The spot-on Matilda reference that all us 90's kids need
  • The trap of thinking courses don’t create results and the nuance we need to hold instead
  • How to sit in “I’m so close and something still needs to change” without spiraling
  • Why traffic quality is the simplest and most overlooked fix
  • How rebuilding trust with your business is as strategic as it is emotional
  • The one question that triggers the fear of failure and the key to staying grounded anyway

Episode Links

Join my Facebook group
Connect with Jackie on Instagram
Learn more about Jackie on her website