#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 & Teaser00:55 Early Entrepreneurial Journey and Initial Ventures04:42 Building and Scaling Companies in Canada09:00 Transitioning from Founder to Executive11:31 The Importance of Reflection In Your Career13:35 Silicon Valley's Work Culture and Its Impact17:56 The Psychological Tax of Hustling24:11 Wanting Well: Redefining Success and Value27:21 Understanding Mimetic Desire and Its Impact33:41 Wounds and Their Influence on Our Desires40:06 Wanting Well: Beyond Individual Desires43:14 The Purpose of Business in Society46:15 Finding Great Co-Founders51:18 Example of An Excellent Founder60:07 Advice For Fresh Graduate