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The Boss Society Podcast | October Spooky Season Series
What happens when life takes an unexpected turn and the business you never planned to build becomes something bigger than you imagined?
This week on The Boss Society Podcast, Megan sits down with Niyah McKay, founder of Bubble Buddies Mobile Wash & Fold, Washington State's first mobile wash-and-fold laundry service, based in Lacey, WA.
Born out of personal loss, caregiving, and injury, Bubble Buddies has grown into a mission-driven business rooted in three values: sustainability, inclusion, and community.
Niyah shares how her lived experiences shaped her entrepreneurial journey, why neurodivergent inclusion in the workplace matters, and what business owners can do to create more accessible opportunities.
We're also talking about the exciting (and sometimes scary!) realities of business growth as Niyah prepares to open her first brick-and-mortar location and launches a community initiative bringing clean clothing and essentials to families in need.
Because sometimes building a successful business isn't just about what you sell. It's about what you make possible for other people.
First Annual Battle of the Bowls 2026
November 7, 2026 | Vert Chiropractic | Lacey, WA
Bubble Buddies is partnering with the Thurston County Resource HUB on a community voucher initiative helping provide clean clothing and linens to families in need.
Learn more about the event and how to get involved:
Battle of the Bowls 2026
Connect with Bubble Buddies:
Instagram: @bubblebuddieswa
Facebook: Bubble Buddies Mobile Wash & Fold
Everyone is telling you what to post in 2027. We're talking about everything else.
On Friday, January 15, 2027, Olympia Boss Society is bringing HOT MIC to the Centralia Square Grand Ballroom for an afternoon of unfiltered conversations about marketing, visibility, and growing your business beyond social media.
We're bringing together powerhouse women entrepreneurs and marketing experts from across the Pacific Northwest for live podcast interviews, honest conversations, audience Q&A, and the kind of business advice you don't usually hear from a conference stage.
Friday, January 15, 2027
Centralia Square Grand Ballroom | Centralia, WA
2:00–5:00 PM
Want even more access? Upgrade to HOT MIC: AFTER HOURS, an exclusive VIP experience where the recording ends, but the conversation doesn't. With just 25 VIP tickets available, you'll get special seating during the show and the opportunity to connect with our speakers afterward.
The Boss Society Podcast is brought to you by Olympia Boss Society, a community for women entrepreneurs who believe building a business shouldn't mean doing it alone.
We're creating spaces for real conversations, meaningful connections, and networking without the ick.
Follow along on Instagram: @olympiabosssociety
If you loved this episode, share it with another business owner who believes business can be a force for good. And don't forget to follow The Boss Society Podcast so you never miss a 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!
The Boss Society Podcast | Spooky Season Series 🎃
Everyone wants their business to grow, but what happens when that growth means you can't do everything yourself anymore?
In this episode of The Boss Society Podcast, we're continuing our October Spooky Season series, where we're talking about the parts of entrepreneurship that can feel a little scary. And this week, we're tackling something that sounds exciting in theory but can be downright terrifying in practice: hiring your first employees, building a team, and learning to let go of control.
I'm joined by Bridget, owner and Master Esthetician of Wildflower Estética, a sustainable skin, wax, and makeup studio in Olympia, Washington. Bridget has been navigating the realities of hiring, training, and growing a business beyond herself, and we're pulling back the curtain on what that process actually looks like.
Because building a team isn't just about finding someone who can do the job. It's about learning to lead, trusting other people with your reputation, and figuring out how to maintain the values and experience that made your business special in the first place.
In this episode, we're talking about:
Plus, we're having a little fun with our Spooky Business Rapid Fire, covering hiring red flags, business icks, and the things we'd happily never do again. 👻
Whether you're preparing to make your first hire, already managing a team, or simply wondering what the next stage of growth might look like, this conversation is a reminder that wanting something bigger doesn't mean you have to feel completely ready for everything that comes with it.
Sometimes the next level of business requires becoming a different kind of business owner.
Wildflower Estética is an Olympia-based sustainable beauty studio offering skin treatments, waxing, and makeup services with a commitment to inclusivity, intentional care, and environmentally conscious practices.
Find Wildflower Estética: Website: wildflowerestetica.com
Instagram: @wildflower.estetica
Book an appointment: Visit Wildflower Estética
You don't have to figure out every scary part of entrepreneurship on your own.
Olympia Boss Society is a community for women entrepreneurs in the South Sound who want meaningful connections, real business support, and networking without the ick.
Through our Connection Nights, member-only experiences, and The Collective, we're creating spaces where women can grow their businesses alongside people who understand what they're building.
Ready to get in the room?
Explore Olympia Boss Society, upcoming events, and membership opportunities at olympiabosssociety.com.
Follow The Boss Society Podcast so you don't miss the rest of our October Spooky Season series, and share this episode with a business owner who's navigating her own scary season of growth.
And if this conversation resonated with you, leave us a rating or review. It helps more women entrepreneurs find the show!
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!
There’s something about heading into Q4 that can suddenly make everything feel urgent...
Finish the year strong. Hit the goals. Launch the thing. Make the money. Plan next year.
But what actually needs to happen before the end of the year? And what are you allowed to leave unfinished?
In this September reflection episode of The Boss Society Podcast, I’m looking back at a month that felt like a shift in more ways than one.
The first in-person round of The Room officially began after a launch that didn’t originally go the way I planned, and sitting around that first table reminded me that sometimes the plan needs to change without the vision changing with it.
I’m also sharing what September looked like behind the scenes of Olympia Boss Society, what I’m learning about marketing as I get back into cold outreach and grassroots relationship-building, why proximity continues to matter so much in business, and the difference between constantly looking for the next thing and going deeper into what you’ve already built.
Plus, I’m sharing my monthly card pull for what I’m taking with me, leaving behind, and calling in as we move into October.
If this episode has you thinking you need more real conversations and more people around you who actually understand what it’s like to build a business, come join us in person.
Our next Olympia Boss Society Connection Night is October 1st from 5:30–7:30 PM, and we're celebrating spooky season with Halloween Speed Connecting.
Think speed dating... except instead of looking for a husband, you're meeting local women in business. 😂
Our costume theme is WITCHES, so interpret that however you'd like. Costumes are encouraged but absolutely not required.
Connection Nights are built around our favorite kind of networking: Networking Without the Ick. You don't need the perfect elevator pitch, you don't need to know anyone before you walk in, and you don't have to awkwardly figure out who to talk to.
Come get in the room.
Grab your October Connection Night ticket HERE
If this episode resonated with you, share it with another business owner heading into Q4 who might need the reminder that everything does not suddenly have to become urgent.
And before you jump into October, ask yourself:
What are you taking with you? What are you leaving behind? And what are you calling in?
See you next week. 🤍
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!
Is podcasting still worth it in 2026? If you've ever wondered whether starting (or continuing) a podcast is worth the time, this episode is for you.
This week, I'm joined by Hayleigh Hayhurst, founder of Espresso Podcast Production, to talk about why podcasting remains one of the most powerful ways to build trust, create genuine relationships, and grow your business, even in an ever-changing digital landscape.
Together, we unpack the misconceptions around podcasting, what actually helps a show grow, and why the biggest wins often have nothing to do with download numbers.
Whether you're dreaming of launching your first podcast or looking for fresh motivation to keep showing up, you'll walk away with practical insights and a whole new perspective on using your voice to build community.
Hayleigh Hayhurst is the founder of Espresso Podcast Production, a full-service podcast management agency helping entrepreneurs launch, grow, and manage successful podcasts without the overwhelm of production.
She also hosts two podcasts, Employee to Boss and Podcast Café, where she shares insights on entrepreneurship, podcast strategy, and building sustainable businesses through authentic conversations.
When she's not helping clients amplify their voices, you'll likely find her exploring Seattle coffee shops with her rescue dog, Captain.
Resources & LinksConnect with Hayleigh:
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 if the thing holding your business back isn’t a lack of strategy, information, or another course to take?
If you’ve been in business for a while, chances are you already know a LOT. The harder part is deciding what actually applies to your business, getting out of your own head, and turning what you know into action.
In this solo episode of The Boss Society Podcast, Megan is talking about why we sometimes need to stop trying to learn our way out of things we actually need to move through and why the right kind of proximity can be so powerful for women business owners.
We’re also going behind the scenes of The Room, Megan’s new six-week proximity experience designed to help six women move the work that already matters in their businesses.
In this episode:
✨ Why more business advice isn’t always the answer
✨ The difference between an information problem and an implementation problem
✨ Why consuming more strategy can sometimes keep us from taking action
✨ What makes small rooms and consistent proximity different from traditional networking
✨ Why business can still feel lonely even when you have a community around you
✨ How the right people can help you see what you can’t see from inside your own business
✨ What The Room actually is and who it was created for
✨ The question to ask yourself instead of “What else do I need to learn?”
Six weeks from now, what could actually be different in your business?
Not what could you learn.
What could you finally move?
The Room is a six-week proximity experience for just six women business owners who have something they’re ready to move.
Bring the offer, launch, decision, pivot, project, or idea that already matters to your business. Through weekly conversations, strategy, accountability, and Voxer support between sessions, we’ll help you stop circling it and start moving it.
Only a few spots remain.
👉 [JOIN THE ROOM]
Come join us at September Connection Night on September 10 for an evening of intentional connection with local women business owners, plus a workshop with Shauna Stewart of Pleasure Atelier on Pleasure as Leadership Intelligence.
Because networking doesn’t have to feel transactional, awkward, or like one more thing you have to perform your way through.
👉 [GET YOUR CONNECTION NIGHT TICKET]
Follow Olympia Boss Society on Instagram and stay connected for upcoming events, business conversations, community opportunities, and new episodes of The Boss Society Podcast.
If you loved this episode, subscribe to the show and share it with another woman in business who might need the reminder that she probably doesn’t need more information. She might just need the right 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!
What happens when the version of you from last August wouldn’t recognize the version of you sitting here today?
In this birthday episode of The Boss Society Podcast, Megan is closing out August and stepping into 39 with a deeply personal reflection on business, relationships, ambition, community, and what success actually looks like in this season.
After a year filled with incredible moments and some really hard ones, Megan shares the nine anchors she’s carrying into her final year of her thirties, from simplifying her business and protecting her energy to choosing deeper relationships, playing more, trusting herself sooner, and learning to celebrate what she’s already built.
She also gets candid about a launch that flopped, why she chose to rebuild The Room instead of abandoning the idea, and what failure can teach us when we’re willing to listen instead of immediately moving on.
And underneath all of it is a bigger reflection: sometimes becoming stronger doesn’t mean being unaffected. Sometimes it means letting something change you without letting it make you smaller.
In this episode, we talk about:
The Room: A Six-Week Proximity Experience is officially open.
Six women. Six weeks. One thing you’re finally ready to move.
Bring the offer, launch, decision, idea, or business goal you’ve been circling, and we’ll build your six-week roadmap together. Then you’ll have weekly conversations, coaching, masterminding, accountability, and the proximity of a small group that actually knows what you’re working toward.
There are only six seats, because the smallness is the whole point.
[JOIN THE ROOM]
Join Olympia Boss Society on September 10 for Pleasure as Leadership Intelligence with Shauna Stewart of The Pleasure Atelier.
We’re exploring what happens when discipline, drive, and responsibility aren’t the only things fueling the way you lead, and how pleasure can expand your capacity for creativity, discernment, boundaries, connection, and leadership.
Plus, experience our signature Networking Without the Ick and connect with incredible women in business right here in Olympia.
[GRAB YOUR CONNECTION NIGHT TICKET]
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 actually take to become a confident leader, especially when you don't feel completely ready for the role?
In this episode of The Boss Society Podcast, we're continuing the Bare Minimum Summer Series with a conversation about a different kind of simplicity: trusting yourself enough to lead without believing you need to have every answer first.
Megan sits down with Cheryl Selby, longtime Olympia community leader, former small business owner, and former Mayor of Olympia. Cheryl served two terms as Mayor from 2016 to 2023 after two years on City Council. Before stepping into public leadership, she owned Vivala, a women's clothing store in downtown Olympia. Today, she serves as President of the Olympia Arts & Heritage Alliance and remains deeply involved in community and civic leadership.
Together, Megan and Cheryl talk about what it really looks like to step into leadership before you feel qualified, stay grounded when leadership gets difficult, navigate conflict with poise, and find your voice when you're the only woman in the room.
Whether you're leading a team, growing a business, building a community, or simply trying to trust yourself in your next season, this conversation is a reminder that leadership doesn't begin when you finally feel ready. Sometimes it begins when you decide to step forward anyway.
Learn more about Cheryl's current work with the Olympia Arts & Heritage Alliance and the Olympia AHA Museum and Visitor Center HERE
Ready to stop doing business alone?
Join us for our September Connection Night: Pleasure as Leadership Intelligence, featuring Shauna Stewart of The Pleasure Atelier.
We're exploring a different kind of leadership conversation: what if the fuel you're missing isn't more discipline, drive, or resilience, but pleasure?
Shauna will guide us through how expanding our capacity to feel, receive, desire, and experience pleasure can also expand our capacity for discernment, boundaries, creativity, connection, and leadership.
And, of course, we'll have plenty of time for what Olympia Boss Society does best: Networking Without the Ick and meaningful connection with other local women in business.
Grab your ticket to September Connection Night and come get in the room with us.
9 Grand Events and Services is an autism-owned company that works with people with physical and intellectual disabilities.
Since 2000, 9 Grand has provided catering for weddings, corporate events, and social gatherings, along with unique character events featuring famous characters.
Whether you're planning a wedding, business event, or celebration, 9 Grand Events and Services can help bring it to life.
Learn more at 9grandevents.com.
If you enjoyed this episode, make sure you're subscribed to The Boss Society Podcast so you don't miss the rest of our Bare Minimum Summer Series.
And if this conversation made you think of another woman who's stepping into a bigger season of leadership, send this episode her way. 🤍
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!
Summer has a way of changing everything...
Schedules get busier, routines shift, vacations fill the calendar, and suddenly networking events and coffee chats don't feel quite as doable. If you've found yourself wondering how to stay connected to your business without spending your summer hustling, this episode is for you.
In this week's Bare Minimum Summer Series episode, we're rethinking networking. Instead of focusing on attending more events or meeting as many new people as possible, we're talking about the small, intentional ways to stay connected that actually build lasting relationships.
Whether you're traveling, spending more time with family, or simply protecting your energy this season, you'll leave with practical ways to keep your relationships growing without feeling like you're constantly "networking."
This week, instead of trying to attend every event, focus on these simple connection points:
🤍 Reach out to one person you've been meaning to reconnect with.
🤍 Reply to a few Instagram stories or send a thoughtful message.
🤍 Invite one person to coffee or a walk.
🤍 Follow up with someone you met earlier this year.
Small moments of connection often create the biggest opportunities.
✨ Olympia Boss Society Collective Membership
A welcoming community for women entrepreneurs who believe business grows through genuine connection, collaboration, and support.
https://www.olympiabosssociety.com/collective
🎙️ Join us for an upcoming Connection Night
https://www.olympiabosssociety.com/events
Instagram:
https://www.instagram.com/themegangillespie
9 Grand Events and Services
An autism owned company the works with people with physical and intellectual disabilities.
9 Grand has beenproviding wedding catering, corporate events and social events and character events. since 2000.
Learn more at www.9grandevents.com
If this episode encouraged you, I'd be so grateful if you shared it with another business owner who's trying to balance building a business with actually enjoying their summer.
And if you haven't already, be sure to subscribe so you don't miss the rest of our Bare Minimum Summer Series, where we're simplifying the strategies that matter most.
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 if technology could actually make your life feel lighter?
In today's episode of The Boss Society Podcast, Megan sits down with Kyra Delaney, solo indie app developer and founder of SimplyKyra, to talk about simplifying life and business through intentional systems and thoughtful technology.
Instead of chasing every new productivity hack or app, Kyra shares how she builds tools that quietly reduce mental load, helping people spend less time remembering tasks and more time living their lives.
Together, Megan and Kyra explore why simplicity is often the smartest strategy, how thinking about your "future self" can change the way you make decisions, and why sustainable businesses are built through intentional systems, not constant hustle.
Whether you're feeling overwhelmed by your growing to-do list, curious about AI, or simply looking for ways to create more breathing room in your business, this conversation offers practical ideas you can start using today.
✨ What it really means to be a solo indie app developer
✨ Why simplicity has become the foundation of Kyra's business
✨ The surprising reason programmers say "good developers are lazy"
✨ How creating simple systems reduces decision fatigue and mental load
✨ The power of asking, "What would future me thank me for?"
✨ Building technology that supports your life instead of demanding more attention
✨ Practical ways entrepreneurs can simplify recurring tasks
✨ How to build a sustainable business without falling into hustle culture
✨ Small changes that can make your business (and life) feel significantly lighter
https://www.simplykyra.com
https://apps.apple.com/us/developer/simplykyra-llc/id1650115619
https://www.instagram.com/simplykyraapps/
9 Grand Events and Services
An autism owned company the works with people with physical and intellectual disabilities.
9 Grand has beenproviding wedding catering, corporate events and social events and character events. since 2000.
Learn more at www.9grandevents.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!
Summer has a way of pulling us in a hundred different directions. Routines shift, vacations happen, the kids are home, and before we know it, we're wondering if we've somehow fallen behind.
In this solo episode of The Boss Society Podcast, Megan shares a gentle mid-summer reset designed specifically for entrepreneurs who want to move into August with more clarity, intention, and less pressure.
Instead of focusing on productivity or trying to "catch up," this episode invites you to pause, reflect, and reconnect with what actually matters in this season of business and life.
Whether your summer has been productive, chaotic, restful, or somewhere in between, this conversation will remind you that sustainable growth isn't built through constant hustle... it's built through intentional, consistent action.
Grab a notebook and write down:
🤍 One thing you'll keep doing because it's working.
🤍 One thing you'll release because it no longer fits this season.
🤍 One thing you'll commit to doing before Labor Day.
Small, intentional steps create lasting momentum.
A huge shoutout to this month's incredible OBSties! These members help make Olympia Boss Society the welcoming, supportive community it is. If you're looking for amazing local businesses to support, be sure to check them out!
✨ August Connection Night | August 6
Join us for an evening of networking without the ick and a practical LinkedIn workshop with Andrea Florescu of Smart Brand Ideas.
You'll learn:
Whether you're brand new to LinkedIn or ready to use it more intentionally, you'll walk away with practical strategies you can implement right away.
📝 Content Lab | August 14
Our quarterly Content Lab is back! This hands-on working session is designed to help you stop staring at a blank screen and finally make progress on your content.
Bring your laptop, your ideas (or lack of them!), and spend focused time creating alongside other women business owners. You'll leave with content completed, fresh ideas, and momentum you can carry into the rest of the month.
🎟️ Learn more and register for both events at olympiabosssociety.com/events. We can't wait to see you there!
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!
From the publisher's feed