The Boss Society Podcast
Podcast Description
The Boss Society Podcast is where high-achieving women come together to share real business stories, raw conversations, and powerful insights. This isn't just another business podcast—it’s a seat at the table with local women leaders who are making an impact.Each episode gives you a peek inside the rooms where real business happens, featuring unfiltered advice, behind-the-scenes moments, and conversations that go beyond surface-level success. Whether you’re a seasoned entrepreneur or just getting started, this show will challenge, inspire, and connect you with a community of ambitious women rewriting the rules of business.Pull up a chair—your voice belongs in this conversation.
Podcast Insights
Content Themes
The podcast focuses on themes of community building, authentic relationships, and women entrepreneurship, with episodes discussing topics like the unexpected power of connections and the importance of vulnerability in business.
The Boss Society Podcast is where high-achieving women come together to share real business stories, raw conversations, and powerful insights. This isn’t just another business podcast—it’s a seat at the table with local women leaders who are making an impact.
Each episode gives you a peek inside the rooms where real business happens, featuring unfiltered advice, behind-the-scenes moments, and conversations that go beyond surface-level success. Whether you’re a seasoned entrepreneur or just getting started, this show will challenge, inspire, and connect you with a community of ambitious women rewriting the rules of business.
Pull up a chair—your voice belongs in this conversation.
In this celebratory solo episode, Megan Gillespie reflects on two years of building Olympia Boss Society from scratch. What started as a single networking night has grown into a movement—one built not on polish, but on people. She shares the real story behind OBS, how vulnerability became the foundation for connection, and why leadership doesn’t have to mean being the loudest in the room. You’ll also get the full breakdown of all the local events happening in May—and exactly how to plug in if you’re craving deeper connection in your business and life.
Key Takeaways:
- Community changes everything.
- Vulnerability creates belonging.
- Perfection disconnects, but humanity invites.
- Be the first one to go first.
- People are craving the real you.
- Your people are waiting—and they can’t find you if you’re hiding.
Chapters:
00:00 — The Birth of Olympia Boss Society
12:06 — Community Building and Its Impact
20:54 — Lessons Learned & What’s Coming This May
Special Offer:
Local to Olympia? Come celebrate 2 years of OBS at one of our May events! Whether you’re new or returning, there’s a space waiting for you. 
Links Mentioned:
May Event Rundown:
Coffee & Convos | May 7
Real convos over coffee—zero pressure.
Perfect first event if you’re brand new and want to ease in gently.
Connection Night: 2-Year Anniversary | May 12
Panel, networking, local spotlights, and celebration.
Perfect first event if you’re ready to feel the full energy of OBS.
Content & Co-Working | May 23
Work time meets community time—bring your laptop and your goals.
Perfect first event if you’re craving productivity and connection.
Founders & Fitness | May 26
90s Dance Night! No pressure, just fun and movement.
Perfect first event if you want to meet people in a playful, low-key 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!
Disclaimer
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