Deeply Rested: Anti-Capitalist Conversations for Entrepreneurs

Maegan Megginson
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Apr 14, 2026 • 7min

When To Push vs. When To Be Patient

Are you pushing harder on a goal that just won't move? There's a difference between knowing when to take action and knowing when to wait — and most entrepreneurs never learn it.In this episode of Let's Go Outside, we explore one of the most underrated business skills: patience. Not the passive kind. The intentional kind that keeps you in alignment while the conditions for your next growth phase quietly fall into place.In this video, you'll learn:→ Why over-efforting is a signal, not a strategy→ How to tell the difference between productive action and forced momentum→ Why patience and passivity are not the same thing→ How to stay connected to your goals without burning yourself out trying to force them forwardIf you're a business owner who's tired of swimming upstream, this one's for you.🌿 Let's Go Outside is a video series for entrepreneurs who want to build their businesses at the speed of nature, not the speed of late-stage capitalism.📩 Want to go deeper? Get the reflection questions, a weekly ritual, and full newsletter for this episode here: www.maeganmegginson.com/newsletter
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Apr 14, 2026 • 7min

Contraction vs. Constriction: What Winter Trees Teach Us About Business Growth

What if slowing down is exactly what your business needs right now? In this debut episode of Let's Go Outside, entrepreneur coach Maegan Megginson takes you into the winter woods to explore one of the most misunderstood dynamics in business ownership: the difference between contraction and constriction.Drawing parallels between winter trees pulling energy into their roots and the natural cycles of running a business, Maegan reframes what it means to step back and go inward. Contraction isn't failure. It's essential preparation for growth.In this episode, you'll learn:Why a slow season in your business might be exactly what you needHow to tell whether you're in a healthy contraction or a fear-based state of constrictionHow to nurture the stirrings of new growth as you move into a new seasonLet's Go Outside is a series for entrepreneurs and solopreneurs who are tired of sourcing all their wisdom from Google searches and endless Instagram scrolling. Nature has been running sustainable, resilient systems for millions of years. It's time we paid attention.As spring approaches, Maegan invites you to reflect on where you're ready to bloom, and how to support that growth in your life and business.
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Apr 14, 2026 • 5min

How to Manage Energy Ups and Downs as an Entrepreneur

What does a surprise spring snowstorm have to do with your energy as a business owner? More than you might think. In this episode of Let's Go Outside, Maegan Megginson reflects on the chaotic threshold between winter and spring, and what the rapid swings between 85-degree sunshine and freezing snow can teach us about the natural rhythms of creative energy in business.If you've been feeling inspired and productive one day and completely depleted the next, you're not broken — you're human. Maegan explores why the belief that our energy should be a steady upward line is a byproduct of capitalism, industrialization, and systems that treat our bodies like machines. Giving yourself permission to meet yourself where you are isn't just okay. It's necessary.Filmed live from a snowy front porch in Central Virginia just days before the Spring Equinox, this episode is a gentle reminder that nature doesn't hustle and neither should you. Tune in for a grounding perspective on seasonal energy cycles, business sustainability, and what it really means to grow at your own pace.
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Dec 17, 2025 • 13min

Ep. 10 Weaving it All Together | Your Complete Sabbatical Roadmap

This pop-up podcast is only available until February 1st! Download the free Sabbatical Toolkit, including a roadmap, planning checklist, financial guide, and quiz to determine the best way to spend your time off: youneedasabbatical.com/toolkitIf you’ve listened all the way through this series, it likely means a sabbatical no longer feels like a far-off fantasy. In this final episode, Maegan speaks directly to that threshold moment when curiosity starts turning into commitment. This is a pause to take stock of everything you’ve learned so far.She walks through the full seven-month Sabbatical School journey from start to finish, showing how each phase builds on the last. The process is intentionally paced to fit into real life, requiring only a small amount of weekly effort while creating meaningful momentum toward time away.This episode is an invitation to zoom out and see the whole picture. You’ll hear how financial preparation, time awareness, relationships, systems, rest, and integration come together to support a sabbatical that truly changes how you live and work.What you’ll learn in this lesson• Why a seven-month timeline creates enough space to prepare without feeling rushed or overwhelmed. [00:02:58]• How financial planning in the early months makes it possible to pay yourself while you’re away. [00:03:48]• How time analysis reveals energy drains and guides what systems your business actually needs. [00:04:25]• Why communication and boundaries are essential to protecting your sabbatical. [00:05:38]• How intentional sabbatical design and reentry planning set you up for a smoother return. [00:07:27]• Why integration after sabbatical is what turns rest into lasting transformation. [00:09:18]Sabbatical School is a seven-month program designed to help solopreneurs prepare their business and nervous system for a real month-long sabbatical. In month five, we walk through this preparation together. You’ll have worksheets, journal prompts, and lots of time for guided inquiry and discernment around what kind of sabbatical is best for you right now.Join Maegan’s full Sabbatical School program → youneedasabbatical.com
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Dec 16, 2025 • 16min

Ep. 9 How You’ll Make Your Transformation Stick | Integrating Your Sabbatical for Lifelong Change

This pop-up podcast is only available until February 1st! Download the free Sabbatical Toolkit, including a roadmap, planning checklist, financial guide, and quiz to determine the best way to spend your time off: youneedasabbatical.com/toolkitIt’s easy to imagine the rest and spaciousness of a sabbatical, and just as easy to feel a wave of anxiety about the emails, meetings, and decisions waiting for you when you return to work. Many people stop themselves from ever taking a sabbatical because they are afraid of what happens when it ends. This episode meets those fears directly.Maegan reframes reentry as a transition that requires care, structure, and intention, not something you power through. Without a plan, the spaciousness you cultivated can disappear almost immediately. With the right preparation, your return can feel steady, grounded, and supportive.This lesson introduces integration as the bridge between insight and lasting change. You’ll learn how to carry what you discovered on sabbatical back into your life and business so it reshapes how you work, not just how you rest.What you’ll learn in this lesson• Why returning from sabbatical without a reentry plan can feel jarring and overwhelming. [00:02:50]• How to structure your first week back to protect spaciousness and avoid decision fatigue. [00:04:05]• Why insight alone is not enough, and how integration keeps transformation from fading. [00:05:13]• The difference between altered-state awareness and everyday focus, and how to bridge them. [00:06:22]• The four integration practices that turn sabbatical wisdom into lived change. [00:06:53]• How anchoring rituals help you stay connected to who you became on sabbatical. [00:11:14]Sabbatical School is a seven-month program designed to help solopreneurs prepare their business and nervous system for a real month-long sabbatical. In month five, we walk through this preparation together. You’ll have worksheets, journal prompts, and lots of time for guided inquiry and discernment around what kind of sabbatical is best for you right now.Join Maegan’s full Sabbatical School program → youneedasabbatical.com
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Dec 16, 2025 • 22min

Ep. 8 How You’ll Spend Your Time Away | The 4 Types of Sabbaticals (and How to Know Which One Is Right for You)

This pop-up podcast is only available until February 1st! Download the free Sabbatical Toolkit, including a roadmap, planning checklist, financial guide, and quiz to determine the best way to spend your time off: youneedasabbatical.com/toolkitWhen’s the last time you had more than a day or two to yourself? For many solopreneurs, the idea of a full month off brings equal parts excitement and anxiety. In this episode, Maegan walks through why that uneasiness is normal, and how preparation can turn your sabbatical into a deeply restorative experience.We’ll explore how to clarify your mindset, identify your intentions, and design your setting so your time away is meaningful. By the end of this episode, you’ll have a clear framework for choosing the type of sabbatical that best suits you.Maegan introduces four main types of sabbaticals—the Project, the Adventure, the Healing, and the Timeless sabbatical—each with pros, cons, and self-inquiry questions to guide your choice. You’ll learn how to structure your month off in a way that aligns with your soul’s needs, not external expectations.What you’ll learn in this episode:Why your mindset matters before stepping away from work and how to let go of unnecessary responsibilities. [02:59]Clarifying your intentions: the big questions to bring into your sabbatical and how they anchor your experience. [05:17]How to approach your setting and the options for using your time during sabbatical [07:20]Four sabbatical types explained—Project, Adventure, Healing, and Timeless. [08:43]Choosing your sabbatical based on your soul’s calling, and the permission to pivot as needed. [18:10]Sabbatical School is a seven-month program designed to help solopreneurs prepare their business and nervous system for a real month-long sabbatical. In month five, we walk through this preparation together. You’ll have worksheets, journal prompts, and lots of time for guided inquiry and discernment around what kind of sabbatical is best for you right now.Join Maegan’s full Sabbatical School program → youneedasabbatical.com
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Dec 16, 2025 • 13min

Ep. 7 How You’ll Create the Conditions for Transformation | The 3-Phase Process Behind Successful Sabbaticals

This pop-up podcast is only available until February 1st! Download the free Sabbatical Toolkit, including a roadmap, planning checklist, financial guide, and quiz to determine the best way to spend your time off: youneedasabbatical.com/toolkitSabbaticals can shift your awareness in ways that feel profound—similar to psychedelic journeys, but without any substances required. In this lesson, Maegan explores why sabbaticals are so effective at creating lasting transformation and how the altered state of consciousness they induce is key to their impact.Maegan also introduces the three-phase process that makes every sabbatical experience intentional and transformative: preparation, experience, and integration. By understanding this structure, you’ll see how stepping away from daily life can catalyze deep insights, clarity, and creative breakthroughs.Whether you’re curious, skeptical, or ready to plan, this episode explains why sabbaticals work, how they change your mind and body, and why the results you’ve heard about are both real and repeatable.What you’ll learn in this episode:How a sabbatical acts as an altered state experience, reshaping your nervous system, your perspective, and your creativity. [00:06]The connection between sabbaticals and psychedelic journeys, and why this comparison illuminates the mechanism of transformation. [03:40]The three-phase framework of a sabbatical—preparation, experience, and integration—and why each phase matters. [06:31]How to create the “set and setting” for your sabbatical to maximize insights and safety. [06:54]Why having guidance during your sabbatical can deepen your experience and support meaningful breakthroughs. [08:22]How integration turns the lessons and clarity from sabbatical into lasting change in your life and business. [09:02]Sabbatical School is a seven-month program designed to help solopreneurs prepare their business and nervous system for a real month-long sabbatical. You’ll receive live coaching on practical steps like finances and systems, alongside deeper work on releasing guilt, re-imagining your relationship with time, and learning to rest fully.Join Maegan’s full Sabbatical School program → youneedasabbatical.com
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Dec 16, 2025 • 12min

Ep. 6 Five Concrete Changes You’ll See in Your Life and Business After Your Sabbatical

This pop-up podcast is only available until February 1st! Download the free Sabbatical Toolkit, including a roadmap, planning checklist, financial guide, and quiz to determine the best way to spend your time off: youneedasabbatical.com/toolkitIt’s easy to see a sabbatical as just time off—but for solopreneurs, it can be much more than a pause. This lesson explores the concrete, transformative outcomes you can expect when you commit to a month-long sabbatical. From nervous system regulation to creative breakthroughs, these changes ripple through both your life and your business, making a sabbatical a strategic and restorative investment in yourself.We’ll also dive into why these results aren’t just theoretical—they’re based on real experiences I’ve seen repeatedly with clients and in my own sabbatical practice. By understanding what’s possible, you can approach your sabbatical with clarity, confidence, and purpose.Whether you’re feeling hesitant, curious, or ready to plan, this episode will help you envision what life and business could look like on the other side of an intentional pause.What you’ll learn in this episode:How a sabbatical helps you regulate your nervous system and operate from calm, present awareness. [02:38]How stepping away allows you to recharge your energy, restore creativity, and return to work with renewed vitality. [04:05]How taking a sabbatical contributes to a cultural shift around work, rest, and leadership. [05:18]How the spaciousness of sabbatical time clarifies what alignment looks like for your current life and business. [06:38]How an intentional pause creates the conditions for your next big idea to emerge, whether it’s a project, offer, or new direction. [07:58]Why these outcomes are not hypothetical—these are repeatable results when you commit to practicing intentional time away. [09:49]Sabbatical School is a seven-month program designed to help solopreneurs prepare their business and nervous system for a real month-long sabbatical. You’ll receive live coaching on practical steps like finances and systems, alongside deeper work on releasing guilt, re-imagining your relationship with time, and learning to rest fully.Join Maegan’s full Sabbatical School program → youneedasabbatical.com
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Dec 16, 2025 • 13min

Ep. 5 Sabbatical: A Selfish Luxury or an Act of Rebellion?

This pop-up podcast is only available until February 1st! Download the free Sabbatical Toolkit, including a roadmap, planning checklist, financial guide, and quiz to determine the best way to spend your time off: youneedasabbatical.com/toolkitIt’s normal to question yourself when you think about a sabbatical—wondering whether it’s selfish, or whether stepping away could actually be an act of leadership. Many solopreneurs feel a swirl of doubt when considering a month-long pause: guilt about the privilege of stepping away, uncertainty about the impact on clients or colleagues, and curiosity about what this time might reveal about themselves.In this episode, Maegan reframes a sabbatical as more than just a break from work. She explores how taking intentional time off can be a conscious act of rebellion against a culture that prizes productivity over well-being, and a chance to model sustainable leadership in your business and community.You’ll learn why rest is both a privilege and a responsibility, how using your capacity to pause can serve the collective good, and why leaning into your sabbatical can ripple far beyond your own life. By the end, you’ll see why taking time for yourself isn’t selfish—it’s powerful.What you'll learn in this episode:How taking a sabbatical is a privilege, and why that privilege is a tool for collective good. [03:02]How a month-long break disrupts cultural beliefs about productivity and worth. [04:42]Why stepping away is not shirking responsibility but a form of leadership. [05:54]How your sabbatical can ripple outward to inspire clients, colleagues, and community. [06:18]Ways to use your time off to serve yourself first, then the macro collective. [:06:39]How to integrate and share your sabbatical experience as a social and professional act of rebellion. [08:57]Sabbatical School is a seven-month program designed to help solopreneurs prepare their business and nervous system for a real month-long sabbatical. Throughout the first five months, we’ll help you not only take time off, but learn how to use that time as an act of conscious rebellion. You’ll receive live support, reflections, and exercises that transform your mindset and prepare you for this intentional time away.Join Maegan’s full Sabbatical School program → youneedasabbatical.com
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Dec 16, 2025 • 14min

Ep. 4 “Am I letting people down?” | Navigating Expectations and Other People’s Feelings About Your Time Away

This pop-up podcast is only available until February 1st! Download the free Sabbatical Toolkit, including a roadmap, planning checklist, financial guide, and quiz to determine the best way to spend your time off: youneedasabbatical.com/toolkitTaking a sabbatical can bring up unexpected worries about how the people in your life will react. Clients, collaborators, friends, and family may have strong opinions or concerns, and it’s natural to wonder how your decision will impact them.For solopreneurs who care deeply about others, these reactions can feel heavy. You’ve built a reputation for reliability and hard work, and stepping away challenges how people see you. At the same time, choosing rest is an important act of self-care and boundary-setting.In this episode, Maegan guides you through preparing for conversations about your sabbatical, communicating your plans with confidence, and maintaining your relationships while protecting your time and energy. You’ll leave with practical strategies and a new perspective on navigating expectations.What you'll learn in this episode:Why people react the way they do and what those reactions reveal about their own relationship to rest and responsibility. [02:49]How your sabbatical ripples through your relationships, from full support to anxiety to projections of judgment. [04:20]How anchoring into your personal and systemic “why” helps to stay grounded when others question or misunderstand your decision. [06:53]Identifying who needs to know, communicating clearly and kindly, and setting compassionate boundaries. [08:03]Reflecting on which relationships will support you, where challenges might arise, and what support you need to stay anchored. [09:39]How Sabbatical School supports you through this process with community, templates, exercises, and guidance. [00:10:46]Sabbatical School is a seven-month program designed to help solopreneurs prepare their business and nervous system for a real month-long sabbatical. The third month focuses on navigating relationships, expectations, and communication around your sabbatical. You’ll receive scripts, templates, and strategies for communicating boundaries clearly and compassionately, and we’ll hold space for the emotional side of this process.Join Maegan’s full Sabbatical School program → youneedasabbatical.com

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