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The Boss Society Podcast
Megan Gillespie
34 episodes
5 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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The Fear of Being Seen
The Boss Society Podcast
1 hour 8 minutes 40 seconds
3 weeks ago
The Fear of Being Seen

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.

✨ Key Points

  • How Amy transitioned from social media management to ecosystem marketing
  • The evolution of marketing since COVID and what’s working now
  • The difference between visibility and vulnerability (and why both matter)
  • How authenticity and self-trust drive sustainable business growth
  • Why consistency and boundaries build trust with yourself and your audience
  • The power of reciprocity and connection in business relationships
  • The “marble jar theory” and what it teaches us about mutual trust
  • How sharing your story creates deeper connection and community
  • Why taking care of yourself makes you a stronger leader


Special Offer

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.

✨ Join the community here


Links Mentioned

  • Connect with Amy Carlson: @sandandpinecreative
  • Read Amy’s Substack: HERE
  • Learn more about Sand & Pine Creative: sandandpinecreative.com
  • Connect with Megan: @themegangillespie
  • Learn more about Olympia Boss Society: olympiabosssociety.com


Next Week on The Boss Society Podcast

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 👻


Enjoying the show?

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!

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.