Bill Gurley is a general partner at Benchmark, a leading venture capital firm in Silicon Valley. Over his venture career, he has invested in and served on the board of such companies as Nextdoor, OpenTable, Stitch Fix, Uber, and Zillow. Born in Dickinson, Texas, Gurley earned a bachelor's degree in computer science from the University of Florida and later received an MBA from the University of Texas at Austin. In 2025, he received the Distinguished Alumnus Award from the University of Texas alumni association. For more than two decades, Gurley has written about technology and other subjects on his popular blog, Above the Crowd, and on his social media accounts.

Exclusive Part 2 Episode with John Driscoll and David Ko, CEO of Calm.

Recap: John Driscoll is a healthcare executive, board leader, and author known for pioneering approaches to home-based care and advocating for fair wages as a pathway to employee wellbeing and business success. He is a member of the Patriotic Millionaires and a Senior Advisor to Walgreens Boots Alliance and the EQT Group. Previously, he was the CEO of CareCentrix, Group President for New Markets at Medco, and Executive Vice President at Walker Digital.

Currently serving as Chairman of UConn Health and multiple corporate boards, John co-authored the 2024 book Pay the People! Why Fair Pay is Good for Business and Great for America, with Morris Pearl.

John Driscoll is a healthcare executive, board leader, and author known for pioneering approaches to home-based care and advocating for fair wages as a pathway to employee wellbeing and business success. He is a member of the Patriotic Millionaires and a Senior Advisor to Walgreens Boots Alliance and the EQT Group. Previously, he was the CEO of CareCentrix, Group President for New Markets at Medco, and Executive Vice President at Walker Digital.

Currently serving as Chairman of UConn Health and multiple corporate boards, John co-authored the 2024 book Pay the People! Why Fair Pay is Good for Business and Great for America, with Morris Pearl.

Jennifer B. Wallace is an award-winning journalist, New York Times bestselling author, and founder of the Mattering Institute, whose mission is to create cultures of “mattering” in schools. Her work centers on the idea that feeling valued and adding value is fundamental to our mental and emotional well-being. She is a “maternal mental health advocate” at Calm, a consultant at Netflix, and frequent media contributor and commentator on issues around parenting, kids, and education. She lives in New York with her husband and 3 kids.

Her new book, Mattering: The Secret to a Life of Deep Connection and Purpose discusses how the sense of “mattering” impacts not only our day-to-day mood and feelings of personal value, but also our overall health, workplaces, and communities.

Katherine Schwarzenegger Pratt is a New York Times best-selling author, animal advocate, daughter, sister, wife, mother, step-mom, and host of the podcast, BDA Baby. A passionate animal advocate, Katherine works as an Ambassador for Best Friends Animal Society (bestfriends.org) and the ASPCA (aspca.org). She is also a Global Ambassador for the Special Olympics, and lives with her family in Los Angeles.

In this Special Season 2 Finale, David Ko presents a timely end-of-year gift: a compilation of advice on the single most crucial element for good mental health—sleep. This episode features the collective wisdom and top tips from all of this season's amazing guests, providing actionable insights to help you achieve a restful night's sleep.

David sits down for a candid conversation with Karen Lynch, a trailblazing leader known for her transformative work at the helm of major healthcare organizations like Aetna and CVS Health. Karen shares her deeply personal journey of vulnerability and resilience from the childhood tragedy that shaped her passion for mental health and reflects on the leadership lessons she’s learned throughout her career. She shares her personal strategies for finding balance, knowing when to recharge, and offers invaluable insights for leaders at any stage of their career.

Musician and actor Nick Jonas shares his journey living with Type 1 diabetes for 20 years, the mental toll of managing a chronic condition, and why community and technology (like continuous glucose monitoring) have been game-changers. He connects this personal health journey to resilience in leadership and fatherhood, underscoring how physical health and mental health are inseparable.