A Bit of Optimism
Simon Sinek
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.
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.
Episodes
Mentioned books
169 snips
Mar 18, 2025 • 41min
Does Gender Change How We Lead? with Retired Colonel DeDe Halfhill
DeDe Halfhill, a retired Air Force colonel with 25 years of experience advising senior military leaders, shares her unique insights on leadership shaped by gender dynamics. She discusses the emotional labor that defines effective leadership, revealing how perceptions of male vs. female leaders vary. DeDe reflects on her challenges in a male-dominated military and the loneliness that can accompany leadership roles. She emphasizes the importance of mental fitness, vulnerability, and empathy in fostering strong, resilient teams.
290 snips
Mar 11, 2025 • 50min
The Myth of the Perfect Meditator with podcaster Jay Shetty
In this engaging conversation, Jay Shetty, a #1 New York Times bestselling author and former monk, shares insights on blending ancient wisdom with modern life. He discusses the three key lessons learned during his monastic years and debunks common myths about meditation. The importance of mentorship, work-life balance, and cultivating mindful environments is highlighted, alongside the challenges faced by today's youth. Jay emphasizes the need for emotional resilience and a balanced approach to technology in nurturing genuine relationships.
326 snips
Mar 4, 2025 • 45min
When Your 'Flaw' Becomes Your Edge with Comedian Hasan Minhaj
Hasan Minhaj, a comedian, actor, and former correspondent on The Daily Show, shares his inspiring journey from discovering his voice to navigating the complexities of comedy. He discusses the value of external validation and how unexpected mentors shaped his path. The conversation dives into the bravery of children, the evolving role of comedians as social commentators, and the delicate balance of humor and serious issues. Hasan also reflects on the importance of nurturing relationships and the lessons learned through experience.
356 snips
Feb 25, 2025 • 42min
Humble Leaders Lead Better Teams with Retired Navy SEAL Jocko Willink
Jocko Willink, a retired Navy SEAL commander and bestselling author, shares invaluable insights on leadership cultivated through combat experience. He emphasizes that great leaders don't need to prove their competence but should practice humility and open-mindedness. Jocko discusses the importance of trust and collaboration in building effective teams, contrasting toxic and supportive leadership styles. He also reflects on deep bonds formed in military service, revealing that the true joy of leadership lies in fostering meaningful relationships and accountability.
118 snips
Feb 18, 2025 • 45min
A Sweet Conversation About Dying with Death Doula Alua Arthur
Alua Arthur, a prominent death doula and New York Times bestselling author, helps people navigate life's final moments. She shares her journey from law to death work, advocating for open discussions on mortality. Alua explores the emotional and financial aspects of dying, urging a holistic approach to end-of-life planning. She emphasizes how confronting death can enrich our lives, inspire personal transformations, and encourage gratitude. With humor and candor, Alua reveals profound insights from her clients, showcasing the wisdom found in embracing mortality.
733 snips
Feb 11, 2025 • 44min
The Secret Art of Micromanagement with Airbnb CEO Brian Chesky
Brian Chesky, Co-founder and CEO of Airbnb, shares insights on evolving leadership from an entrepreneur to a CEO. He discusses the crucial balance between micromanagement and fostering team autonomy. Chesky tackles the impact of the COVID-19 pandemic, emphasizing decisive leadership and the value of company core principles during crises. He also highlights the necessity of a ‘beginner's mindset’ and adapting leadership to create effective teams. This candid conversation sheds light on the continuous journey of growth in leadership.
104 snips
Feb 4, 2025 • 58min
You Are More Like Grammy-Winner Jacob Collier Than You Think
Jacob Collier, a Grammy-winning musician, is celebrated for his innovative, immersive performances that transform audiences into choirs. In this conversation, he explores the balance between structure and spontaneity in music creation. Collier shares how collaboration and emotional understanding nurture artistic expression. He emphasizes the joy of blending diverse genres and recounts personal experiences that shaped his journey. Plus, delve into the chaos of creativity and how it drives innovation in his work.
443 snips
Jan 28, 2025 • 43min
Kids (And Employees) Know More Than You Think with Dr. Becky Kennedy
Dr. Becky Kennedy, a clinical psychologist and founder of Good Inside, specializes in practical parenting and leadership advice. She discusses how parenting can enhance leadership skills through emotional resilience and open communication. Dr. Kennedy emphasizes the importance of establishing boundaries and understanding emotional triggers for effective relationships. She also shares insights on the challenges of long-term relationship building versus immediate tasks, highlighting the need for authenticity and vulnerability in both personal and professional lives.
99 snips
Jan 21, 2025 • 39min
Spite Is The Greatest Motivator with Watch Duty founder John Mills
John Mills, the founder of Watch Duty, a nonprofit app aimed at providing crucial information during wildfires, shares his inspiring journey. He discusses the creation of the app in response to his community's needs and highlights the significance of human connection over AI in emergencies. John emphasizes the importance of ethics and legacy in philanthropy, urging a shift towards collaboration. With a background in woodworking, he reflects on the lessons learned from childhood projects, advocating for innovative hiring and creativity in solving real-world problems.
508 snips
Jan 14, 2025 • 55min
The First Steps to Reducing Your Anxiety with author Mel Robbins
Mel Robbins, bestselling author and podcast host, shares her journey from rock bottom, facing $800,000 in debt, to transformative success with her 'Five Second Rule.' She reveals how this simple technique helps combat procrastination and anxiety. Mel also discusses the hidden struggles of undiagnosed ADHD and dyslexia, especially in women, emphasizing the importance of personal accountability in relationships. Additionally, she explores the changes in adult friendships and the healing power of collaboration, inspiring listeners to prioritize authenticity.
