BE DIFFERENT or Be Forgotten: Roy Osing on Audacious Leadership and Taking a Startup to $1 Billion in Sales episode artwork

EPISODE · Aug 14, 2026 · 32 MIN

BE DIFFERENT or Be Forgotten: Roy Osing on Audacious Leadership and Taking a Startup to $1 Billion in Sales

from Data science and Ai with Chiwetelu Henry · host Chiwetelu Henry

What does it take to build a business that doesn't simply compete—but stands apart?In this powerful episode of Telling My Story, I sit down with Roy Osing, an entrepreneur, author, former President and CMO, executive leader, mentor, and creator of the BE DiFFERENT or be dead philosophy.Roy spent more than 40 years in executive leadership and played a major role in taking a startup internet and data company from its early stages to $1 billion in annual sales.His philosophy is straightforward: following the crowd rarely produces extraordinary results. Instead, businesses and individuals need to become the ONLY one who does what they do in a way that customers truly value.In this conversation, Roy shares the audacious and unconventional decisions that helped drive extraordinary growth and explains why differentiation, customer experience, sales, leadership, and bold decision-making are critical to building high-performing businesses and rewarding careers.We explore what it means to be an audacious leader, how entrepreneurs can differentiate themselves in crowded markets, why being "normal" can be dangerous in business, and how individuals can create careers that stand out from the crowd.Whether you're an entrepreneur, business leader, marketer, salesperson, startup founder, or professional looking to build a remarkable career, this episode is packed with practical lessons you can put into action.Connect with Roy Osing:🌐 Visit Roy's website and BE DiFFERENT or be dead blog to explore his books, insights, and practical approach to business and leadership on:https://www.bedifferentorbedead.com/If you enjoyed this episode, follow Telling My Story on Spotify, leave a rating and review, and share this conversation with someone who needs a reminder that extraordinary results often require extraordinary decisions.

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BE DIFFERENT or Be Forgotten: Roy Osing on Audacious Leadership and Taking a Startup to $1 Billion in Sales

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