Episode 59

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Published on:

14th Oct 2025

The Conversion Queen: Ads, Authenticity & Owning the Room with Jennifer Spivak

What if the real secret to success isn’t strategy, but radical self-expression?

On today’s episode of She Wears the Pants, Ashley is joined by Jennifer Spivak, CEO and founder of The Ad Girls, an all-female Facebook and Instagram advertising agency that’s unapologetically mission-driven and fiercely results-focused. Known as the “Conversion Queen” by Forbes, Jennifer has managed over $25M in ad spend and generated more than $90M in revenue for her clients, all while building a movement rooted in putting more money into the hands of women.

From surviving an abusive relationship in her early 20s to becoming one of the most sought-after voices in digital advertising, Jennifer’s story is one of resilience, authenticity, and courage to break every rule that doesn’t serve you.

In this powerful conversation, we dive into:

  • How Jennifer turned a painful chapter into her life’s mission of economic empowerment for women
  • Why authenticity is her ultimate secret sauce in business
  • The evolving landscape of ads and why freebies are no longer the gold standard
  • Leadership lessons from building and scaling an all-female team of 24
  • How to cultivate self-trust, navigate challenges, and create systems that put you in control of your business growth
  • What it really takes to hold success, visibility, and impact as a high-performing CEO

Jennifer’s journey proves there are no rules—only the ones we choose to make.

This episode is equal parts strategy and soul. Whether you’re ready to scale with ads or simply need a reminder that you’re allowed to do business your own way, Jennifer’s wisdom will light the fire under you.

Learn more about our guest:

Jennifer Spivak is the CEO and Founder of The Ad Girls: An all-female Facebook & Instagram advertising agency dedicated to putting more money into the hands of more women. 

Website: www.theadgirls.com

Instagram: https://www.instagram.com/jennspivak/

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

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Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

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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.

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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.

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Ashley Deland