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The Boss Society Podcast
Megan Gillespie
34 episodes
6 days ago
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.
Show more...
Entrepreneurship
Business,
Marketing
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All content for The Boss Society Podcast is the property of Megan Gillespie and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Entrepreneurship
Business,
Marketing
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38 Lessons from 38 Years🎉
The Boss Society Podcast
51 minutes 49 seconds
2 months ago
38 Lessons from 38 Years🎉

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.


Key Points

  • Success is personal and doesn’t look one way.
  • Community is the foundation of lasting growth.
  • Burnout isn’t a badge of honor; rest matters.
  • Boundaries protect time, energy, and relationships.
  • Vulnerability builds trust and connection.
  • Sustainable businesses are built around life.
  • Permission to pivot and reinvent is always available.
  • It’s never too late to start again.


Birthday Gift 🎉

To celebrate her 38th birthday, Megan is giving back to the community:

  • Connection Night: Register for September Connection Night HERE by August 30 for a chance to win a free month inside the Collective.


Special Offer

✨ Only 1 spot remain for Her Season Retreat this October. Doors close September 14. Apply HERE


Links Mentioned in This Episode

  • Olympia Boss Society Membership
  • September Connection Night
  • Apply for Her Season Retreat

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

đź“© 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
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.