Classpass Founder: Quitting My 9-5 Led To A $1 Billion Business: Payal Kadakia | E141

TL;DR

  • Payal Kadakia quit her stable 9-5 job to pursue her passion and founded Classpass, which became a billion-dollar business
  • She discusses the internal conflict between maintaining financial security and following her true purpose and passion
  • The importance of setting ruthless goals and priorities, then systematically pursuing them with complete commitment
  • Building a successful company requires navigating significant challenges and staying aligned with your core values
  • She eventually stepped back from her CEO role to focus on work-life balance and personal wellbeing
  • Her journey demonstrates that leaving comfort behind to pursue purpose can lead to extraordinary success and fulfillment

Key Moments

1:26

What made you different

10:18

Battling between passion and your 9-5 job

26:13

Why did you start ClassPass

40:18

Difficulties faced starting your business

59:05

Why did you step away from ClassPass

Episode Recap

In this compelling episode of The Diary of a CEO, Payal Kadakia shares the remarkable story of how she transformed from a corporate employee into the founder of Classpass, a billion-dollar fitness and wellness platform. Steven Bartlett explores what made Kadakia fundamentally different as an entrepreneur and the pivotal decision that changed her life forever. The conversation begins by examining what set her apart from her peers and the internal struggle she faced while battling between maintaining her secure 9-5 job and pursuing her true passion. Kadakia reveals how she ultimately chose to rebel against the conventional path, using her purpose as the driving force to overcome fear and uncertainty. She discusses her career transition and how it led her to find new communities and connections that would prove invaluable to her entrepreneurial journey. The discussion touches on the deep connection between confidence, personal purpose, and the drive required to achieve extraordinary success. When Payal finally decided to start Classpass, it was born from a genuine frustration with the fitness industry and a clear vision of how technology could democratize access to wellness experiences. Throughout the episode, she candidly discusses the substantial difficulties she faced while building her business from the ground up, including market challenges, operational hurdles, and the pressure of scaling rapidly. As her business grew, Payal reflects on the importance of living in alignment with your values and maintaining integrity as a leader. She opens up about her management style and the philosophy she brought to leading her team through growth stages. A significant turning point came when Payal made the difficult decision to step away from her CEO position at Classpass. This choice reveals her commitment to personal wellbeing and work-life balance, showing that true success extends beyond financial metrics. The conversation also covers deeper personal topics, including her approach to family balance and the role of therapy in her personal development. Throughout the episode, Bartlett emphasizes the sheer determination and systematic approach with which Kadakia ruthlessly sets her goals and priorities, then relentlessly pursues them. Her story serves as an inspiring testament to the power of leaving comfort behind, trusting your instincts, and committing fully to your vision.

Notable Quotes

Quitting my 9-5 led to a billion-dollar business because I was willing to bet on myself when no one else would

Success requires ruthlessly setting your goals and priorities, then systematically chasing after them with everything you've got

Living in line with your values is more important than any business metric or financial success

The moment I decided to rebel for my purpose, everything changed in ways I couldn't have predicted

True success means having the courage to step away when you need to, even from something you built

Products Mentioned