A Bit of Optimism

In a world defined by constant change, reinvention isn’t optional - it’s essential. We often assume reinvention comes from bold leaps or lucky breaks, but actor and author Matthew McConaughey’s story suggests a quieter approach can be far more powerful.
In this episode, Matthew joins me to explore the inner practices that have shaped both his life and his legendary career in Hollywood. From stepping away from romantic comedies at the height of his success to sitting with uncertainty when there were no guarantees on the other side, Matthew shares how learning to get comfortable with discomfort empowered the most meaningful reinventions of his life. 
At the center of our conversation is curiosity - self-curiosity. Matthew reflects on decades of journaling as a way to notice patterns, stay honest, and make sense of moments that feel unclear. Rather than avoiding discomfort, he learned to treat it as information to study, learn from, and eventually act on.
We talk about what it takes to stay relevant without losing yourself, why reinvention often requires carrying the risk before anyone else believes in the outcome, and how self-curiosity can become a compass when the path forward isn’t obvious.
Matthew also shares how these ideas come to life in his newest book, Poems & Prayers - a collection of reflections shaped by presence, patience, and the courage to keep asking better questions.
If you’re navigating change, questioning your direction, or looking to grow while remaining true to yourself, this conversation offers a grounded and thoughtful path forward.
This is… A Bit of Optimism.
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To check out Matthew’s new book Poems & Prayers, head to: http://www.poemsprayers.com
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Hello from Team Simon! We’ll be back next week—January 27, 2026—with brand-new episodes of A Bit of Optimism. We’re excited to bring you new guests, conversations, and opportunities to learn.
Until then, we’re diving back into the archives to revisit one of our favorite episodes from 2024, when comedian Trevor Noah joined the show… to get as serious as possible.
Most Americans know Trevor as the former host of The Daily Show, a bestselling author, and a stand-up comedian. But his brand of humor isn’t just a barrel of laughs— it’s raw, witty, thought-provoking, and often makes you see the world in a whole new way.
In this conversation, Simon and Trevor ditched the small talk (mostly) and went deep into the paradox of choice, the public's response to the murder of United HealthCare's CEO, and why the human experience might be defined by constraint.
It will make you chuckle, think, and probably question everything all at once.
This… is A Bit of Optimism.
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For more on Trevor and his work, check out: https://www.trevornoah.com/

Team Simon here! We’re revisiting some of our favorite episodes from 2025. But we'll be back in just two weeks with brand-new episodes of A Bit of Optimism on January 27, 2026. We think you’re going to love them!
Today, we’re going back to January of last year when Dr. Becky Kennedy joined us to discuss the hardest job in the world—parenting. It turns out, it’s also one of the best training grounds for leadership.
Dr. Becky Kennedy, aka the “Millennial Parent Whisperer,” became an essential voice for caretakers by offering practical, actionable parenting advice that resonated with millions during the pandemic. As a clinical psychologist and founder of Good Inside, she’s now helping parents build sturdy leadership skills that not only transform their homes but also their work lives.
In this conversation, Dr. Becky shares how understanding boundaries, emotional triggers, and big feelings can help us become more effective leaders. Whether you’re a parent or a manager (or both!), her insights will help you lead with more intention, connection, and confidence.
This… is A Bit of Optimism.
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Check out Dr. Becky’s work: https://www.goodinside.com/

Happy New Year from Team Simon! We’re so excited to bring you more new episodes of A Bit of Optimism when we return on January 27, 2026. With your support, we’ll make 2026 an incredible year together. In the meantime, we’re revisiting some of our favorite episodes from last year.
We kicked off 2025 with a guest most podcast enthusiasts probably have heard of—Mel Robbins. This insightful conversation answers an important question: how do we push through the days where life can feel overwhelming? Especially when we're too drained to even get out of bed.
For Mel Robbins, facing this very question turned her life around. Struggling with $800,000 in debt and at rock bottom, she became obsessed with finding practical ways to regain control. Fast forward to today, and Mel is a bestselling author and podcast host who has helped millions transform their lives. In her latest book, The Let Them Theory, she reveals how shedding the weight of others' expectations can help us live more authentically.
Simon sat down with Mel to dive into how we can take action when we're emotionally spent, why our need for control ties us to other people's opinions, and how giving others the freedom to be themselves allows us to align with our true values.
This… is A Bit of Optimism.
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For more on Mel and her work, check out: https://www.melrobbins.com/podcast
and her book: https://www.melrobbins.com/letthemtheory

Team Simon is revisiting some of the episodes you helped make our favorites of the year until A Bit of Optimism returns on January 27, 2026, with brand-new episodes.
We’re rewinding back to August, when talented polymath Elle Cordova joined the show and unpacked how we’re all wired to chase the next spark. We scroll, swipe, refresh, and repeat—but some of our brightest ideas sneak in when we stop chasing, let boredom settle in, and give our minds room to wander.
Elle knows the power of that pause. When the pandemic hit pause on her life as a touring musician, she stumbled into new creative territory—making offbeat comedy videos about delightfully nerdy topics like particle physics, grammar, and fonts. Those sketches went viral, and suddenly she was thriving as a social media creator with a devoted following.
In this episode, Simon and Elle talk about finding what truly lights you up, pushing through writer’s block, working with anxiety—and yes, Star Wars makes an appearance (because of course it does). Plus, Elle treats us to a live, in-studio performance of her song “Roswell.”
This… is A Bit of Optimism.
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For more on Elle, check out: https://www.ellecordova.com/