#35- John Carbrey : Why Hustle Culture Is Broken

John Carbrey is a Canadian entrepreneur and venture investor.

In 2005, he founded Intrafinity, which built powerful web content management tools used by universities, hospitals, and Fortune 500 companies across North America.

In 2008, he launched SharpSchool, a spinoff focused on communication and web platforms for K–12 school districts.

It quickly scaled to serve nearly 10% of U.S. schools, delivering over a billion web and mobile views annually.

After selling both companies to West Corporation (now known as Intrado, an American telecommunications conglomerate) in 2015, John led the global tech team and helped grow West’s education division from $40M to $70M in ARR.

Today, he's building FutureSight, a venture studio that partners with SaaS founders to co-create the next wave of high-impact startups.

TIMESTAMPS:

00:00 Intro & Teaser

00:55 Early Entrepreneurial Journey and Initial Ventures

04:42 Building and Scaling Companies in Canada

09:00 Transitioning from Founder to Executive

11:31 The Importance of Reflection In Your Career

13:35 Silicon Valley's Work Culture and Its Impact

17:56 The Psychological Tax of Hustling

24:11 Wanting Well: Redefining Success and Value

27:21 Understanding Mimetic Desire and Its Impact

33:41 Wounds and Their Influence on Our Desires

40:06 Wanting Well: Beyond Individual Desires

43:14 The Purpose of Business in Society

46:15 Finding Great Co-Founders

51:18 Example of An Excellent Founder

60:07 Advice For Fresh Graduate