She Went to the Dark Side: From Insurance to Commercial Roofing CEO | Tomeka Thomas cover art

She Went to the Dark Side: From Insurance to Commercial Roofing CEO | Tomeka Thomas

She Went to the Dark Side: From Insurance to Commercial Roofing CEO | Tomeka Thomas

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In this episode of the InPowered Women Podcast, Sharon Lee sits down with Tomeka Thomas, owner of The Roof Clinic, for a fun, honest, and inspiring conversation about entrepreneurship, leadership, family, and what it takes to build a successful business in a male-dominated industry.

Tomeka shares her unexpected path from the insurance world to becoming a commercial roofing CEO, including the moment she and her husband realized they might be ready to “go to the dark side” of construction. From insurance claims and government contracting to business development, job-site leadership, motherhood, marriage, and trusting relationships, this conversation is full of wisdom, laughter, and real-life perspective.

Tomeka’s story is a reminder that career paths are not always linear, opportunity often begins with a question, and leadership requires both strategy and heart. In this episode, we talk about:

How Tomeka transitioned from insurance to commercial roofing

What it’s like to build a business with your spouse

Why relationships matter in business development

Leading crews and managing commercial roofing projects

Government contracting and the value of mentorship

Balancing motherhood, marriage, and entrepreneurship

The courage to follow unexpected opportunities

Learn more about The Roof Clinic: https://theroofclinic.com/

Connect with Tomeka Thomas: https://www.linkedin.com/in/tomekathomas/

Hosted by Sharon Lee, Principal of Pinnacle Strategic Advisors and co-founder of InPowered Women.

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