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During these times, we are all having to find new ways to connect. Join me every week as I talk with people that inspire me, about love, life, leadership, and silver linings. The hope is tha...
If at some point, you've looked at your life—your job, your relationships, your achievements—and thought: “is this it?” This episode is for...
Admit it, you've complained about at least one other generation. Boomers, Gen X, Millennials, Gen Z—somehow, they all end up with reputation...
The most successful leaders, coaches, and teams in history share one counterintuitive secret: their main focus wasn’t winning. And yet… they...
We talk a lot about building successful things. But what does it actually take to build something people love? Jesse Cole has built an entir...
We live in a world that pushes us to simplify everything: right or wrong, good or bad, this or that. It makes things and our place in the wo...
Naiveté is one of the most powerful assets an entrepreneur can have. In fact, I think some of the most meaningful things in the world only e...
As businesses race toward faster systems, smarter tools, and total automation, something critical is getting lost: human connection. And iro...
Team Simon here! While A Bit of Optimism is on a short break, we’re revisiting a few episodes you helped make some of our favorites. We’ll b...
Hello from Team Simon! We’re taking a short hiatus, but A Bit of Optimism will return with brand-new episodes March 24th. In the meantime, w...
Team Simon here! As we take a short hiatus, A Bit of Optimism will return with brand-new episodes on March 24, 2026. Until then, we’re revis...
Scott Galloway and I don’t always see the world the same way, but our friendly debates almost always lead us back to common ground. It’s pro...
It’s often true that the most challenging conversations are often the ones most worth having. Conversations that bring up strong feelings, d...
Fanbases are some of the most powerful forces on the planet. They show up. They buy the tickets. They travel across countries and time zones...
We’re often told that the secret to success is grit - more discipline, more perseverance, more individual effort. And grit does matter. But...
In a world defined by constant change, reinvention isn’t optional - it’s essential. We often assume reinvention comes from bold leaps or luc...
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...
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...
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. Wit...
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,...
Team Simon here! Thank you for being part of such an incredible year—and for helping us grow the podcast through your support, sharing it wi...
Team Simon here! As the year comes to a close, A Bit of Optimism is pressing pause for a short winter break. The show will return on January...
Often the biggest transformations we undergo don’t arrive as lightning bolts, but as quiet shifts we’ve been preparing for all along. For Jo...
Life can change in an instant. One day you’re shopping at Saks Fifth Avenue, and the next you’re sitting in your car with everything you own...
What if a great business was built like a handmade mixtape? A lovingly crafted experience that is as much a love letter from its founder as...
Who would’ve guessed that one of the world’s best company cultures was hiding behind a can of WD-40? Of all the places to find a leadership...
What if great friendships aren’t found by luck but built through effort? Bestselling novelist Fredrik Backman, the mind behind A Man Called...
If you feel stupid while learning something new, you’re doing it right. But if you keep doing the same thing over and over hoping it’ll sudd...
I’ve long imagined a world where people wake each morning inspired, feel safe wherever they work, and return home fulfilled by what they’ve...
We don’t usually look to Hollywood for lessons in career longevity. But it might be the perfect place to study it. Few industries move faste...
The future is something we create, not just something that happens. To guide progress toward real good, we need bold, optimistic visions of...
We’ve never had more freedom in our relationships—yet many of us feel more disconnected than ever. Marriage, family, and even the workplace...
Your instincts aren’t just whispers. They’re a compass pointing you toward the life you’re meant to live. But in a world obsessed with speed...
We’re often told to do more, move faster, and chase the next big trend—but some of the most remarkable successes come from narrowing your fo...
“Nuclear” might make you wince—but the real problem isn’t the energy, it’s the branding. Safe, low-carbon, and scalable, nuclear could be a...
We’re wired to chase the next spark - scrolling, swiping, refreshing - but some of our brightest ideas sneak in when we stop chasing, let bo...
This was the most epic Zoom call we’ve ever been a part of — an incredible conversation with NASA astronaut Jonny Kim, live from the Interna...
Good manners aren’t just about being polite — they’re about making other people feel seen. William Hanson is one of the world’s leading etiq...
You have two years left to live. What would you do? That's a real question Angela Trimbur had to answer. In 2018, a breast cancer diagnosis...
When morale problems affect a team, some leaders choose to make a big, rousing speech. But quite often, it’s the quiet leader who leads with...
Happiness is a choice. But it’s not always an easy choice to make. Mo Gawdat had to face an impossible choice. Before he was a bestselling a...
🚨 Chomp Alert! 🚨 We saw your comments — loud and crunchy. Turns out not everyone wants front-row seats to mouth sounds. Who knew? Skip to...
Magic moments do happen in real life. If you ask Brad Meltzer, magic happens when ordinary people choose to do the extraordinary. Brad is a...
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...
What if this podcast turned into a baking show? For Christina Tosi’s third visit to A Bit of Optimism, we decided to find out. So we headed...
We're taking some time off to bring you even more episodes of A Bit of Optimism that you're going to love! In the meantime, we're revisiting...
We're taking some time off to bring you even more episodes of A Bit of Optimism that you're going to love! In the meantime, we're revisiting...
Sometimes in life, we must stop and ask ourselves, “Where am I you going next?” Other times, it’s more fun to do a podcast takeover. No one...
Sometimes in life, we choose the wrong path. When we feel like we're living a lie, it's hard to know what to do next. That’s where Suzy Welc...
*Please note: At 9:01, Simon and Cory have a discussion about suicide. What happens after we attain success and glory? Where do you go when...
What happens when we reach the top? There’s only one place to go. Cory Richards has scaled the world’s highest peaks and fallen to life’s lo...