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.
228 episodes transcribedMaybe this sounds familiar: you fall hard for someone, and over a year later you're fighting about the very things that drew you to them in the first...
We tell ourselves the reason we never chase the big dream is that we're not ready, not brave enough, doomed to fail. Nelly Attar would tell you she...
Sixteen years ago, an unknown CEO running a manufacturing company in the Midwest saw my TED Talk and recognized something in it. He sent me a letter a...
Be honest: AI makes you a little nervous. Maybe you're afraid it'll take your job. Maybe you're overwhelmed by all the advice about prompts and age...
Most of us are so certain about, well, everything. We think we can predict what's coming, what that off-hand comment really meant, what that look was...
In a world of job-hopping, side hustles, and an endless LinkedIn feed, Tim Harris did something almost no one does anymore. He stayed put. Few exec...
Hello from Team Simon! We're taking a quick break this week and will be back with brand-new episodes of A Bit of Optimism next Tuesday. Until then,...
Maybe this sounds familiar: you leave a party and spend the rest of the night convinced everyone was upset with you. Or you replay something you said...
We 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...
