Episode 30

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Published on:

11th Mar 2025

The Girl Boss Myth with Olivia Ferney

Is the ‘Girl Boss’ era setting us up for failure?

On this episode of She Wears the Pants, Ashley is joined by Olivia Ferney, a marketing powerhouse who built and exited a wildly successful social media agency—only to realize that the hustle culture she once embraced wasn’t all it was cracked up to be. 

Tune in to hear Ashley & Olivia break down:

  • The truth about the Girl Boss myth—and why it’s unrealistic
  • How failure actually makes success easier over time
  • The game-changing power of delegation (and why you’re probably doing too much)
  • Why being a CEO isn’t for everyone (and that’s okay!)
  • The real key to scaling a business without burning out

If you've ever felt the pressure to “have it all” by 30, or if you're questioning whether the boss life is really for you, this episode will be a breath of fresh air.

About Our Guest:

Olivia Ferney is a marketing expert and entrepreneur who turned an unexpected opportunity into a thriving business. She founded Just Liv Social, a successful social media agency that scaled rapidly, leading to a major exit. Now based in Miami, she leads marketing for Top Tier Travel, specializing in luxury accommodations for high-profile clients.

With a passion for entrepreneurship and travel, Olivia shares her candid insights on business, navigating career pivots, and redefining success on her own terms.

Learn more about Olivia:

@livi.ferney

@travelwithlivii



Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

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Mentioned in this episode:

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About the Podcast

She Wears the Pants
She Wears the Pants is the podcast for the women building more than businesses—they’re building identities, empires, and legacies.

Hosted by globally recognized business advisor, multi-business founder, and start-up investor Ashley Deland, this show lives at the intersection of strategy, structure, and self. Each week, Ashley pulls back the curtain on what it truly takes for women to scale companies that are financially sound, spiritually aligned, energetically sustainable, and structurally unshakeable.

This is where high-growth women founders come for boardroom-level strategy, identity evolution, feminine leadership, and the inner work required to hold the success they’re building.

Because strategy means nothing if the woman behind it can’t hold it.

Continue the Work with Ashley:

Step into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.
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She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

About your host

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Ashley Deland