We’re closing out the year with a powerful small business story for women entrepreneurs who are building their business one brave step at a time. In this final episode of 2025, Megan sits down with Sarah, owner of Moonstruck by Sarah and Moonstruck Studio, to talk about what it really looks like to grow from selling at vendor markets and Etsy into opening a brick-and-mortar storefront in downtown Centralia, Washington.
Sarah shares how Moonstruck began during the pandemic as a creative outlet, how her first market booth was far from “perfect,” and how consistent action led to real momentum, sales, and confidence. You’ll hear the behind-the-scenes of finding the right location, signing a lease while working a full-time job, DIY-ing a shop buildout on a budget, and learning the new reality of retail inventory, rent, and visibility. This conversation is full of relatable lessons on starting a business, small business mindset, local marketing, and building community support that helps you take the leap.
The Boss Society Podcast will be back after the New Year with more conversations for local women entrepreneurs who want to grow a community-backed brand and build a business that lasts✨
🌸 She Blooms Spring Retreat (March 19–22, 2026)
If you’re a woman entrepreneur craving clarity, renewal, and real community support, She Blooms is a four-day spring retreat designed to help you reset, plan, and grow with intention. Expect a blend of business strategy, visibility support, content creation, masterminds, and restorative space to reconnect with yourself. Payment plans are available and spots are limited.
Lean more HERE✨
We’re on a short break for the holidays. The Boss Society Podcast will be back after the New Year with more episodes for local women entrepreneurs focused on community, visibility through relationships, and sustainable small business growth. Until next year, stay bossy!
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
This week on The Boss Society Podcast, I’m joined by three of our Inner Circle members: Heather Foster, Bryn, and Katie Fama-Silver, to share the heartwarming story behind Project Cheer. What started as a simple idea to gift a fully decorated Christmas tree to a local family turned into something even bigger… two families receiving a little holiday magic when they needed it most.
In this conversation, we peel back the curtain on how the idea came to life, what it looked like behind the scenes, the emotions and surprises along the way, and the powerful reminder that small acts of generosity can create a massive ripple in a community. If you’re craving a story about connection, collaboration, and women following that inner nudge, this is the perfect December episode to cozy up with.
✨ SHE BLOOMS Retreat — March 19–22, 2026
If the holiday season feels heavy or you’re craving a reset after a long year, She Blooms is your invitation to come home to yourself. This spring retreat blends restoration, community, and business clarity in the most nurturing coastal setting.
Payment plans available. Spots limited.
Learn more about apply HERE
If this episode made you feel something, inspired you, or reminded you of the power of community… it would mean the world if you left a rating or review. Your support helps more women find this podcast and feel less alone in entrepreneurship.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
In this episode, Megan returns after a tech-glitch break to share her most powerful December rituals for women entrepreneurs: seasonal reflection, capacity-based planning, and scripting your 2026 with intention.
We talk about the difference between desire and capacity, how to review your year without self-criticism, and why traditional goal setting often leads to burnout. Megan breaks down her Do → Feel → Be → Have framework and gives you a challenge to script a letter to your December 2026 self.
Plus, a deeper look at the She Blooms Spring Retreat, created for women who are tired, overwhelmed, and craving clarity, identity, support, and a more sustainable way of doing business.
If you’re closing out the year feeling stretched thin, disconnected, or ready for a reset, you need this episode.
A transformational, in-person retreat for women in business craving clarity, identity, rest, and strategy. Perfect for anyone navigating burnout, overcapacity, or a season of reinvention.
👉 Apply or learn more: HERE
The membership for women entrepreneurs who want deeper connection, accountability, clarity, and community support all year long.
👉 Become a member: HERE
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
It’s only November… and somehow, the new year pressure is already creeping in.
In this solo episode, Megan gets honest about what it really looks like to stay visible during the holiday season withoutburning out. From why she skips Black Friday deals to how to show up in a way that feels grounded, she shares a fresh perspective on doing business differently this time of year.
This isn’t about disappearing or hustling harder — it’s about finding the middle ground between the two.
If you’ve ever felt torn between “finishing strong” and just needing a break… this episode is for you.
✨ Why we feel so much pressure to have next year planned before this one ends
✨ The two extremes that hold women back — hustling through the holidays vs. disappearing completely
✨ The Aligned Holiday Visibility Plan — how to stay consistent without overdoing it
✨ Why showing the behind-the-scenes of your holiday traditions strengthens your personal brand
✨ Megan’s polarizing opinion on Black Friday and what she focuses on instead
✨ The power of community-led visibility and sustainable growth
🌸 She Blooms: The OBS Spring Retreat
March 19–22, 2026 · By the water in Blaine, Washington
For the woman who’s been pouring into everyone else and is ready to reconnect with herself, her vision, and her next season of growth.
✨ Save $200 when you apply by Friday, November 15.
💻 Apply now → HERE
We’re diving into boundaries, burnout, and what to let go of before the new year. It’s part reflection, part tough love — and exactly what your business needs before you set another resolution.
If today’s episode made you exhale a little — share it with a friend who needs the same reminder.
And if you love the show, leave a quick review! It helps more women find this community and feel a little less alone in business. 💛
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
You know that feeling when everything finally clicks... when you realize you’re exactly where you’re meant to be? That’s what Her Season felt like.
In this episode, Megan and Stef pull back the curtain on Olympia Boss Society’s first-ever retreat: a weekend filled with transformation, laughter, late-night breakthroughs, and the kind of connection that changes you from the inside out.
They share what really happened behind the scenes — the nerves, the lessons, the tears, the lip sync battles — and how this experience sparked something bigger coming Spring 2026 👀
If you’ve ever felt the pull for deeper connection or the need to reconnect with yourself, this conversation will remind you what’s possible when women gather with intention.
Applications for the She Blooms Retreat (March 19–22, 2026) are officially open!
Join us at the beautiful Semiahmoo Retreat House for a weekend of renewal, sustainable strategy, and community connection.
🌸 $200 Fast-Action Bonus if you apply by November 15th.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
Episode Description:
It’s Halloween week and what better way to celebrate than with a few truly terrifying tales from the world of networking? 👻
In this special spooky-season episode, Megan shares her own “introvert’s nightmare” story from the buttoned-up, performative networking days that inspired Olympia Boss Society, along with real stories from local women about the awkward, cringey, and downright scary side of building connections.
You’ll laugh, you’ll cringe, and you’ll definitely feel seen... because we’ve all been in those rooms that made us question why we showed up in the first place.
But by the end, these stories remind us why we keep showing up anyway… and what happens when you finally find yourpeople. 🤍
We’re partnering with members Katie Fama-Silver + Bryn from the Fama-Silver Agency and Heather Foster on Project Cheer... a community initiative to gift a fully decorated Christmas tree to a local family in need this holiday season.
🎁 Know someone who could use a little extra light and love?
Nominate them for Project Cheer before November 15th.
👉 HERE
We’re shifting from spooky to thankful as we head into November & Stef and I are recapping the entire Her Season retreat + are announcing something very exciting! 👀
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
This October, we’re diving into spooky situations in business... the ones that make us squirm a little but hold so much power when we finally face them.
And this week’s fear? Being seen.
Megan sits down with Amy Carlson, founder of Sand & Pine Creative, to talk about what it really takes to show up in your business with authenticity, vulnerability, and self-trust.
Amy helps women-owned and community-based businesses build marketing ecosystems that actually make sense, feel sustainable, and reflect who they are. In this conversation, she shares how she shifted from social media management to a more holistic, connection-driven approach to marketing... and how women entrepreneurs can do the same. They dig into the evolution of marketing, the fear that comes with visibility, and the role of consistency, reciprocity, and community in building a brand that lasts.
This one will have you rethinking not just your marketing, but how you show up as a leader.
Want to join the conversation beyond the podcast? Come connect with the women behind the mic inside Olympia Boss Society ✨ our local and online community for women building businesses through connection, not competition.
We’re keeping the spooky season going with a collection of stories that’ll hit close to home... a mash up of Networking Horror Stories! You won’t want to miss it 👻
If this episode inspired you, please leave a review or share it with a friend who’s been afraid to show up online. Every share helps more women find this community and this conversation.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
This week, Megan sits down with financial advisor Anna Fanning to talk about what it really feels like to be underestimated at work. The conversation started at Coffee & Convos when a question about handling constant objections from men lit up the room. Anna shares how being underestimated began for her as a kid, how it shows up in male-dominated spaces, and the quiet confidence moves that shift the power back. You’ll hear practical language to use in the moment, how to balance authority with authenticity, and why money knowledge is confidence.
Key Points
Special Offer
Ready for more of these conversations in real life? Join Olympia Boss Society to get access to member events like Coffee & Convos and Connection Night, our community chat, and ongoing support to grow your business with confidence. Perfect timing with our fall lineup.
Links Mentioned
Preview for Next Week
We’re keeping the spooky season energy going with a hair raising convo all about the fear of being seen!
Enjoying the show?
If this episode made you feel seen, tap the stars and leave a quick review. Share it with a friend who needs the reminder that her voice belongs in every room.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
It’s spooky season 👻 and here on The Boss Society Podcast, October is all about spooky situations ... from networking horror stories to next week’s conversation about being underestimated by men.
But before we dive into all of that, we’re starting the month with one of the scariest things in business: not having a plan.
In this solo episode, Megan walks you through her simple method for quarterly planning. You’ll learn how to reflect, audit, and reset in a way that feels doable, without locking yourself into a rigid year-long plan. Because when the world feels chaotic, creating structure you can actually stick to is one of the best gifts you can give yourself and your business.
Key Points
Special Offer / Community Update
Want to plan your quarter with support, accountability, and a community of women who get it? Here’s what’s happening inside Olympia Boss Society this month:
✨ The OBS Membership includes three in-person events every month, our private Circle community, weekly Q&A, and more.
✨ Inner Circle applications are now open 🤩 our ambassador + leadership team inside OBS for women ready to step into visibility, shape the community, and access extra perks.
Links Mentioned in This Episode
👀Preview for Next Week
Next week we’re leaning fully into spooky situations with a powerful conversation about what it’s like to be underestimated by men — and how women are rising above it. You don’t want to miss this one.
Call for Reviews
If you loved this episode, let us know by leaving a review on Apple Podcasts or Spotify. Your reviews help more women find the show and join the conversation!
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
What does it mean to keep showing up for your business when the world feels unbearably heavy?
In this candid roundtable conversation, Megan sits down with Olympia business owners Nicole Pate and Melanie Asher to unpack the tension between running a business and holding space for humanity in difficult times. Together, they explore how to market with integrity, lead with responsibility, and protect your energy when social media feels overwhelming.
This conversation isn’t about quick fixes... it’s about navigating the paradox of being a leader, a human, and a business owner all at once.
✨ If you’re craving real community in the middle of it all, you don’t have to navigate this alone. Join Olympia Boss Society to find connection and support with women who get it.
Megan returns with a solo follow-up to this conversation, sharing her personal reflections and a practical framework for responsible visibility you can use right now to show up with integrity, even when the world feels heavy.
If this episode resonated with you, the best way to support the show is to leave a review on Apple Podcasts or share it with a friend. Your reviews help more women find these conversations and join the community
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
This week on The Boss Society Podcast, Megan sits down with Inner Circle member and boutique insurance agent Katie Fama-Silver for a raw, heartfelt conversation about stepping out from behind the scenes and into your own spotlight.
Katie opens up about what it was like to stand behind more extroverted women in the past, why she finally decided to build her own brand, and how joining Olympia Boss Society helped her grow into a true pillar of community. From navigating introversion and vulnerability to battling imposter syndrome, Katie’s story is a powerful reminder that your name, your voice, and your presence matter.
If you’ve ever wondered whether you’re really ready to step out, this episode will meet you right where you are.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
If you’ve ever tried all the business strategies and still felt like something was off, this episode is for you.
Megan sits down with Aypril Porter—life and business coach, grief guide, Human Design expert, and projector—to talk about how understanding your energetic blueprint can change everything. From unlearning burnout to working through invisible fears, this is a conversation about coming home to yourself while building the business you're meant to lead.
They also explore the intersection of Human Design and reparenting, how unhealed childhood patterns sneak into your launches, and why success doesn’t have to come at the cost of your well-being.
✨ Grab her free Fear Report to see which fears may be baked into your chart and how to work with them instead of against them.
Love the show? Leave a review and help us keep sharing honest conversations like this one. Your words mean the world.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
Megan’s birthday is on Saturday (🥳), and she’s marking the moment by sharing 38 of the most powerful lessons she’s learned in 38 years. This milestone episode of The Boss Society Podcast blends personal growth, motherhood, and entrepreneurship, reflecting on how these experiences have shaped her life and business.
From redefining success and building community, to setting boundaries, honoring seasons, and remembering it’s never too late to start again... this episode goes deeper than strategy to explore what it really means to build a business and life that feel aligned.
Listeners will also hear updates on the Her Season Retreat, September Olympia Boss Society events, and the special birthday gifts Megan is offering this month.
To celebrate her 38th birthday, Megan is giving back to the community:
✨ Only 1 spot remain for Her Season Retreat this October. Doors close September 14. Apply HERE
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
In this week’s episode of The Boss Society Podcast, Megan sits down with West Olympia real estate guide and community connector Heather Foster for an honest, funny, and deeply relatable conversation about what it means to reinvent yourself — again and again — until it finally feels right.
From raising three kids as a military spouse to moving 20+ times and walking away from her career when it no longer aligned, Heather’s story is a powerful reminder that midlife isn’t a decline... it’s a chance to rise. Together, they unpack what it looks like to rediscover your identity after motherhood, shed people-pleasing, build a business on your own terms, and why collaboration and community are essential for sustainable success.
Whether you're in real estate or not, this episode is full of grounded wisdom for any woman navigating a new season, especially if you're craving space to show up as your truest self.
If you’re local to the Olympia area and want a real estate guide who sees the whole person, follow Heather at @heathertinolympia or reach out at HeatherFoster@bhhsnw.com. Whether you’re buying, selling, downsizing, starting fresh, or need some recommendations around town... she’s in your corner.
PS: Heather is also joining us at Her Season 🍂✨ a cozy, in-person fall retreat for women entrepreneurs who are ready to reset, reconnect, and rise into what’s next. It’s happening this October on the water in Hood Canal, and you can learn more and apply to join us HERE
00:00 Introduction and Personal Journey
06:18 The Impact of Frequent Moves
16:03 Reinvention and Rediscovery
25:13 Navigating Identity Beyond Labels
32:36 Embracing Failure as a Learning Tool
34:07 Navigating the Chaos of the Real Estate Market
36:18 Personal Accountability and Ethical Business Practices
38:24 The Importance of Integrity in Business
41:07 Setting Boundaries for Sustainable Success
44:22 The Power of Collaboration and Delegation
49:41 Finding the Right Mentor and Support System
54:27 Building a Supportive Community
58:29 Taking Charge of Your Business Journey
Loving the show? Don’t forget to follow, leave a review, and share this episode with a friend who’s in the middle of their own reinvention.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
When I recorded this episode a few weeks ago, I was in full “no launches, just nurturing” mode for the rest of summer. But as you’ll hear in the disclaimer, business moves fast, and sometimes the right opportunity changes everything. Mid-summer, the Her Season retreat went from “I’ll do it later” to “I need to do this now,” and this episode is the perfect example of why I decided to pivot.
Today, I’m sharing how I’m closing out summer with intention, creating space before fall, and resisting the pressure to overextend myself... all while staying open to the magic of aligned opportunities. Whether you’re in a slow season or in the middle of a big decision, this conversation will help you see how to stay grounded and ready to move when the moment is right.
Key Points:
Special Offer:
Join us for Her Season, a three-day, all-inclusive October retreat in Union WA for the Olympia Boss Society community. It’s designed to help you finish the year grounded in clarity, aligned with your next season, and stepping into who you’re meant to become. Half the spots are already full! Apply now via the link in the show notes.
Links Mentioned in this Episode:
Next Week on The Boss Society Podcast:
We’re back with a guest episode you don’t want to miss... a conversation about reinventing yourself until you get it right, leveling up through collaboration and delegation, and embracing midlife as an opportunity to be your truest self. You’ll leave feeling inspired to trust your own path, build relationships that lift you higher, and take bold steps toward the life and business you really want.
Leave a Review:
If you loved this episode, please leave a rating and review on Apple Podcasts or Spotify. Your reviews help more women find this show and grow in community.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
In this episode, Megan sits down with her friend and fellow OBS member Stef McDonald to share something that’s been years in the making: the launch of Her Season ✨ a cozy, intentional retreat designed to help women reconnect with themselves and rise into their next season of life and business.
They dive into how the vision finally came to life, why October is the perfect time to pause before the end-of-year rush, and what makes this retreat feel so different from any other business event. From hot seat masterminds to forest walks, silent mornings to pajama game nights, Her Season blends strategy and restoration in a way that feels grounded, nourishing, and honest.
This isn’t about cramming in more info or pushing harder. It’s about stepping away long enough to hear yourself again.
If you’ve been craving space, support, and a room full of women who get it ... this one’s for you.
Apply within the first 24 hours and receive:
✔️ A 30-minute 1:1 Strategy Session with Megan
✔️ Early access to bed selection if you pay in full
This bonus ensures you’ll arrive already supported, grounded, and ready to make the most of your retreat experience.
October 10–12, 2025 | Union, WA
A weekend of deep connection, personal restoration, and aligned business strategy
Have questions? Looking for creative payment options? Not sure if this is the right time? Let's talk about it! Send us a message hello@olympiabosssoceity.com
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
In this final episode of the Summer Success Blueprint series, Megan Gillespie gets real about what summer revealed, and why building a business with vision is the only way forward. From simplifying your offers to embracing the clarity that comes with slowing down, this conversation is a powerful reminder that you get to evolve. You’ll hear Megan reflect on the past few months, the lessons that surfaced, and how focusing on local impact, intentional visibility, and values-based leadership is the path to long-term success.
If you’ve been craving a nudge to get honest about what’s working—and what isn’t—this one’s for you.
✨ Key Points:
Chapters:
00:00 — Introduction to the Summer Success Blueprint Series
01:04 — The Importance of Vision in Business
07:39 — Embracing Change and Growth
11:14 — Conclusion and Looking Forward
Links Mentioned in This Episode:
Next Week:
We're kicking off a new season with a MASSIVE ANNOUNCEMENT that you will not want to miss 📣
If this episode resonated with you, leave a review and share it with a fellow entrepreneur. Your support means everything!
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
This one is for every woman who’s ever second-guessed whether she had anything worth selling. In this episode of the Summer Success Blueprint series, Megan is breaking down how to generate real income from the skills, ideas, and experience you already have, without launching a course, building a funnel, or burning yourself out.
We’ll walk through the 3-lens framework Megan uses with her clients to help them find their most aligned (and easiest) offers, plus shares the exact offers she's monetizing this summer to keep her business moving while her capacity is low. If you’ve been waiting for clarity, this is your moment.
Let’s make money in a way that actually works for you.
✨ Key Points:
Special Offer:
If this episode sparked an idea for your own summer offer, my Voxer Intensive is the perfect way to refine it and get it out into the world. You’ll get real-time voice support and direct feedback so you can move forward fast.
DM me on Instagram to book yours.
Links Mentioned:
Coming Next Week:
We’re closing out the Summer Success Blueprint with a big one: legacy, longevity, and building a business that’s designed to last. You won’t want to miss it.
Loving the podcast? Leave a review or tag us on social with your favorite takeaways and who you’d love to hear from as we head into fall.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
In this episode of the Boss Society podcast, we’re getting honest about what it really means to lead through the mess... not just when everything’s going well. Megan shares her own experience navigating energy dips, personal struggles, and unexpected curveballs this summer, and offers a powerful framework for redefining resilience as a CEO skill, not just a survival response.
You’ll walk away with three tangible ways to build a business that supports you through the hard seasons, not just the highlight reels.
Get ready! We’re shifting gears to talk about how to monetize your expertise in a way that feels light, aligned, and totally doable, especially during summer. Don’t miss it.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!
In this freeing episode of the Summer Success Blueprint series, Megan unpacks why the traditional idea of “scaling” might be holding you back, and how to grow your business with more intention and less overwhelm. From simplifying offers to repurposing with strategy, this conversation is your permission to ditch hustle culture and choose sustainable growth that actually fits your life.
If you’ve been asking yourself how to stay visible without adding more to your plate, this episode is for you.
Key Points:
Special Offer:
Want help simplifying your business and scaling what actually works? Email hello@themegangillespie.com the word “ease” for details on 1:1 mentorship or the 2-week Voxer intensive.
Get Connected:
Next Week:
We're diving into resilience... what it really looks like in business and why it’s the quiet backbone of your summer success.
Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.
✨ Stay connected:
📲 Follow me on Instagram: @themegangillespie @olympiabosssociety
📩 Join the community: www.olympiabosssociety.com
🎙️ Want to be a guest? Apply HERE
Your voice matters. Your seat at the table is waiting. See you next time!