The future is always bright…if you know where to look. Join me each week for A Bit of Optimism! I talk to inspiring people who teach me more about life, leadership and general interesting things.
220 episodes transcribedWe often comfort ourselves with the idea that things happen for a reason, or define our struggles as a test of strength. Tom Nash might ask you to rec...
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 you. M...
Admit it, you've complained about at least one other generation. Boomers, Gen X, Millennials, Gen Z—somehow, they all end up with reputations built ar...
The most successful leaders, coaches, and teams in history share one counterintuitive secret: their main focus wasn’t winning. And yet… they won more...
We talk a lot about building successful things. But what does it actually take to build something people love? Jesse Cole has built an entirely new g...
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 world easier...
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 exist becau...
As businesses race toward faster systems, smarter tools, and total automation, something critical is getting lost: human connection. And ironically, t...
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 be back wit...
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, we’re revis...
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 revisiting some...
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 probably why...
It’s often true that the most challenging conversations are often the ones most worth having. Conversations that bring up strong feelings, different e...
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. They memo...
We’re often told that the secret to success is grit - more discipline, more perseverance, more individual effort. And grit does matter. But what if it...
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,...
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, c...
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 Opt...
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 sup...
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 bran...
