Sept. 30, 2025

Roy Osing- Visionary CEO, author and tech guru

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Roy Osing- Visionary CEO, author and tech guru

Roy Osing is a Canadian executive, entrepreneur, and author recognized for his bold approach to business growth and differentiation. With over four decades of leadership experience—including roles as President and Chief Marketing Officer—he helped scale a data and internet startup from early stage to $1 billion in annual sales. As the author of the Be Different or Be Dead book series, he advocates for practical, customer-first strategies that challenge conventional wisdom. Through his writing, coaching, and speaking, Roy continues to guide leaders and organizations in standing out, killing “dumb rules,” and creating cultures that thrive on audacity and execution.

Chapters

00:00 - Leading With a Simple Mind

02:13 - Inventing Be Different or Be Dead

07:34 - How to Keep From Becoming a Copycat

14:01 - Don't Chase the Right Thing

19:17 - Rashad Jennings on the MBA Classroom

24:10 - Leaders Need to Be Different and Innovative

29:06 - How Big Do You Want to Be?

32:54 - Bill Maher on Different Perspectives

34:37 - Don't Fail

40:08 - Roy Oing on the Randomness of Nothing

Roy Osing Profile Photo

Roy Osing

CEO, Entrepreneur, Founder, Visionary

Roy Osing is a Canadian executive, entrepreneur, and author recognized for his bold approach to business growth and differentiation. With over four decades of leadership experience—including roles as President and Chief Marketing Officer—he helped scale a data and internet startup from early stage to $1 billion in annual sales. As the author of the Be Different or Be Dead book series, he advocates for practical, customer-first strategies that challenge conventional wisdom. Through his writing, coaching, and speaking, Roy continues to guide leaders and organizations in standing out, killing “dumb rules,” and creating cultures that thrive on audacity and execution.