Too Millennial: Unleashing the Next Generation of Leaders

Does it Even Matter?


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In this episode, Jessy sits down with Christina Cheuk—positive psychologist, CEO of Two Happy, and Assistant Professor at University of Pennsylvania, where she teaches under the legendary Marty Seligman. Together they explore a powerful shift in how we think about leadership, well-being, and what really fuels us: mattering.

Together, they unpack why purpose alone isn’t enough—and why our sense of impact and being seen matters.

Key Reminders:

🌱Mattering = feeling valued and adding value

🌱 Thriving is complex—it’s not just about being happy

🌱Purpose = long-term goals and mission (not just answering a “calling”)

🌱 You need both purpose and mattering for true well-being


References:Steger, M. F. (2012). Making meaning in life. In P. T. P. Wong (Ed.), The human quest for meaning: Theories, research, and applications (2nd ed., pp. 165–184). Routledge.

Prilleltensky, I., & Prilleltensky, O. (2021). How people matter: Why it affects health, happiness, love, work, and society. Cambridge University Press.


Connect with Christina

  • Website: twohappy.org
  • LinkedIn: https://www.linkedin.com/in/christina-cheuk/

Connect with Jessy

  • Website: https://www.zlncoaching.com
  • Instagram: @coachjessygrossman
  • Linkedin

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Too Millennial: Unleashing the Next Generation of LeadersBy Jessy Grossman