In this episode, we sit down with Bill Douglas to hear how his roots in retail grocery shaped his work ethic, leadership style, and people-first approach.

Bill shares how those early lessons carried him through his professional career and ultimately led him to his role at Seawright Roofing. From stocking shelves to leading in a new industry, his story is a testament to adaptability, hard work, and the surprising ways our paths prepare us for what’s ahead.

#LeadershipJourney #CareerGrowth #BillDouglas #SeawrightRoofing #BusinessLeadership #CareerPath #Adaptability #ColumbiaSC

Courtney Boomer built Scale Up with Courtney, a Columbia, SC–based agency that helps service businesses automate, streamline, and scale—with clarity and heart. After a background in corporate analytics and virtual assistance, she leaned into systems, CRMs, and marketing strategy. Today, she builds automation, CRM workflows, and tech support for service-based entrepreneurs—while homeschooling four young kids.

In this episode of Lost in the Midlands, Wright Brennan and Courtney dive into how systems can eliminate chaos, why boundaries matter, and how scaling doesn’t have to equal burnout.

Lost in the Midlands tells real stories from entrepreneurs shaping the Midlands—with strategy, grit, and community.

Learn more at ScaleUpWithCourtney.com

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We sat down with Holly Sanson from Seawright Roofing about the real challenges she’s faced in the roofing industry and how she pushed through them. Holly opens up about the lessons she’s learned, the wins along the way, and how her leadership has helped shape the future of Seawright Roofing.

Learn more about Seawright Roofing

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