39: {Interview} Having the Courage to take the leap into Entrepreneurship with Lindsay May

The Feminine Founder

Have you ever wondered how to leave your corporate role and dive into entrepreneurship? In this episode Lindsay May and I discuss all the things when it comes to walking away from your corporate salary, having the courage to leave a comfortable career and finding your community.

Lindsay May is an award-winning, strategic marketing leader with 15+ years of experience scaling businesses from startups to corporations. After leaving the 9-to-5 behind in January 2023, Lindsay launched her own SEO and website consultancy, The Happy Marketing Co., where she helps female founders grow through strategic website designs and optimizations.

Just recently, Lindsay launched The Happy LeadHer, a podcast for women in leadership roles who want to connect, heal from burnout, and celebrate bold action. Her mission is to help women feel less alone in business, whether you work in corporate, for a startup, or even running your own business.

You can find Lindsay on LinkedIn HERE or Instagram at @thelindsay.may 

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This is an episode that you do not want to miss!

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ABOUT THE HOST:

Former Executive Recruiter turned LinkedIn Expert & Entrepreneur. I'm here to show you that you can do it too! I help women how to start, grow and scale their personal brand and business on LinkedIn. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my LinkedIn Digital Marketing Agency. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.

This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things.

Connect with me on LinkedIn HERE and follow the podcast page HERE

IG @cpennington55

Buy ChilledVino HERE

I'm so happy you are here!! Thanks for listening!!!

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