Walking the Digital Floor - Leading Culture & Performance in a Hybrid World with Charles Windsor

The relationship between organizational culture and business success has never been more critical - or more complex. How can today’s leaders strengthen culture in ways that drive performance and connection, especially across remote and hybrid teams?In this Leadership Levers episode, we sit down with Charles Windsor, CEO of Oakwood Systems Group and TalentPort Inc, to unpack the connection between culture, performance, and leadership in professional services.Drawing on 40 years of consulting experience, Charles shares practical lessons on how culture evolves - and why it must be intentionally cultivated, especially in a hybrid world. He explains why culture isn’t just atmosphere - it’s the framework that gives people purpose, fuels innovation, and drives profit.The conversation takes an interesting turn as Charles details his approach to remote hiring, emphasizing that distributed employees must “put two feet into the business.” He shares the criteria his team uses to evaluate remote fit and how those cultural cues can make or break employee engagement.Charles shares his philosophy of hiring for attitude over aptitude, why he interviews every candidate, and how his company’s values - risk-taking, community, mindset, and humor - shape performance from the inside out.His message to leaders is clear - culture is a leadership responsibility, and communication is its most powerful tool. “How do you walk the floor digitally?” he asks. The answer, he argues, determines whether your team is simply working - or truly thriving.We'd love your feedback on how we can improve - send us a Text!!Seeking to align your culture, boost performance & impact your bottom line? Let’s chat—no sales, just real talk about your challenges. Not ready? Join our PL3 Community for free insights & connections.