
A Bit of Optimism
My career is an accident. It started when I set out to rediscover my passion and reignite a spark I’d lost — and that journey led me to the work I do now.
If you know me from my books or my speaking, you know I’m fascinated by why people do what they do. What makes someone find joy and meaning in their life, or pursue something far greater than themselves?
I started A Bit of Optimism to explore those ideas and expand my own perspective. This podcast is a trove of honest conversations, with people who challenge me, teach me, or simply help me see things in a different way. Some guests are household names, and others you may be meeting for the first time. But each one of them has something to share that can help all of us grow.
So if you’re looking for a spark — some insight, inspiration, or just a reminder that good things are possible — join me on A Bit of Optimism!
Let’s grow together.
Latest episodes

11 snips
Jan 31, 2023 • 39min
Digging Up the Past with Sarah Parcak
Join Sarah Parcak, a pioneering space archaeologist, as she reveals how she uses satellites to uncover hidden ancient sites. She discusses the revolutionary shift from traditional archaeology to advanced technologies like drones, enhancing our understanding of human history. Sarah dives into lessons from past civilizations, such as the Khmer, emphasizing the dire consequences of overconsumption. With insights into ancient wisdom, she explores how human connection and community shape our future, offering a blend of hope and caution.

62 snips
Jan 24, 2023 • 46min
High Performance with Divesh Makan
Divesh Makan, founder of Iconiq Capital, expertly advises some of the wealthiest individuals globally. In this engaging conversation, he highlights the significance of seeking guidance from experienced mentors and using frameworks to boost productivity. Divesh shares insights on the challenges faced by high achievers, emphasizing the need for authentic dialogue to build trust. He discusses the intersection of technology and curiosity, stressing the importance of creativity through disconnection from digital distractions and nurturing personal relationships for professional success.

35 snips
Jan 17, 2023 • 38min
Embracing The Fall with Carla Hall
Carla Hall, a two-time Top Chef contestant and beloved cooking contributor for Good Morning America, shares her unconventional career journey from accountant to chef, emphasizing the power of love in decision-making. She discusses the art of embracing failure as a catalyst for growth and how authenticity in cooking fosters deeper connections. With a sprinkle of humor, Carla also delves into the secrets of perfecting Yorkshire pudding, showcasing her passion for cooking as an expression of love and joy.

34 snips
Jan 10, 2023 • 27min
Gen Z in the Workplace with Jonah and David Stillman
In this discussion, Jonah Stillman, a Gen Z member and researcher, shares insights alongside his father, David, who brings a Gen X perspective. They illuminate the unique challenges Gen Z faces in the workplace, including mental health and communication shifts. Jonah highlights the emphasis on results over methods and the diverse influences of global experiences on this generation. They also explore how empathy and understanding can bridge the gap between generations, advocating for curiosity over judgment in workplace interactions.

16 snips
Jan 3, 2023 • 21min
Ask Simon Anything: Part Two
Explore how to tackle feelings of overwhelm in the education system and the disconnect between leadership and parents. Discover the transformative impact of millennials and Gen Z in leadership, emphasizing inclusivity and resilience. Delve into the balance of optimism versus pessimism in motivating teams and how diverse perspectives drive growth. Learn the value of mentorship and collaboration, coupled with creative thinking, in shaping effective leadership and fostering camaraderie in organizations.

41 snips
Dec 27, 2022 • 23min
Ask Simon Anything: Part One
Listeners' burning questions lead to a deep dive into important topics. The conversation covers the necessity of reevaluating priorities post-lockdown and the concept of a 'circle of safety' at work for open expression. ADHD is reframed as a unique advantage in creativity, advocating for empathetic hiring practices. The podcast tackles imposter syndrome and effective leadership, sharing lessons from 'Unreasonable Hospitality.' Finally, it emphasizes adopting a growth mindset and contrasts military training with private sector approaches for a balanced ambition.

57 snips
Dec 20, 2022 • 27min
Two Bits of Optimism with Brené Brown and Adam Grant: Part Two
In this lively conversation, Brené Brown, a renowned research professor known for her insights on vulnerability, and Adam Grant, an organizational psychologist celebrated for his studies on creativity, dive into the essence of leadership and collaboration. They spotlight the beauty of imperfect drafts and the power of constructive feedback. The duo discusses how vulnerability can enhance team dynamics and the role of collaboration in sparking innovative ideas. Their candid banter reveals deep connections and mutual admiration, making for an engaging listen!

200 snips
Dec 13, 2022 • 38min
Two Bits of Optimism with Brené Brown and Adam Grant: Part One
Brené Brown, a leading researcher on vulnerability, and Adam Grant, an organizational psychologist, bring sparks of inspiration in a free-flowing conversation. They explore the origins of creativity, highlighting the power of conversation to inspire insights. Personal anecdotes reveal how storytelling transforms complex ideas. The duo discusses creativity as a learned behavior shaped by experience, stressing the importance of nurturing it early. They also stress the need for purposeful communication while recognizing the balance between 'maker days' and 'manager days' in fostering innovation.

30 snips
Dec 6, 2022 • 23min
Being Yourself with Kathryn Finney
Kathryn Finney, an author and entrepreneur, champions the power of authenticity in a world that often demands conformity. She shares her journey of embracing uniqueness, discussing the delicate balance between individuality and belonging. Kathryn dives into themes of self-discovery, the challenges of nonconformity in the tech industry, and how these struggles can foster genuine connections. Her insights encourage listeners to celebrate their own identities while recognizing the value of diverse perspectives in leadership and innovation.

6 snips
Nov 29, 2022 • 42min
Live A Long, Happy Life with physician Mark Hyman
Mark Hyman, a physician and pioneer in functional medicine, discusses how food is the real medicine for longevity and wellness. He emphasizes the benefits of fasting and clean eating to activate natural healing processes in the body. Hyman also highlights the advantages of hot and cold therapies for boosting health and the importance of reconnecting with ancestral eating habits. Additionally, he stresses the role of social connections in enhancing life satisfaction and encourages finding balance between enjoyment and healthy living.