Since 2018, Sean has served the financial community as Chief Options Strategist for All Star Charts, sharing his unique style of options trading, leveraging the best-in-class technical analysis offered by the All Star Charts research team.
In all endeavors, Sean has been consistent in building a support system around himself and for others that he wishes he had when he started out back in 1998.
I talk a lot around here about the “Hundred-Dolla-Roll.”
For those unfamiliar, it’s a phenomenon I’ve observed many times in trading: When a stock approaches a big, round number—$100, $200, $300—for the first time, it often acts as a magnet. Traders are drawn to that number. They anticipate it. They envision profits. They start to dream. And in the process, they learn a lot about the strength (or weakness) of the demand behind the move.
Big round numbers matter.
And today, I’ve hit a big one myself.
I turn 50 years old.
Strangely—I’ve been looking forward to it. I feel like I’m approaching my own hundred-dolla-roll moment. Like I’m entering a new phase of my life where magic is about to happen—across all domains: work, trading, community, relationships, and most importantly, the relationship I have with myself.
It’s a funny thing to say out loud, but I genuinely feel like I’m just getting started.
I’ve been doing a lot of reflecting lately. And one of the things I keep coming back to is this idea of purpose.
We all talk about it. We all say we’re looking for it. And most of us,...
I started a local trading meetup group back in 2013. At the time, I just wanted to create a space for people like me—people obsessed with markets, charts, setups, psychology—to gather in person and talk shop.
What I didn’t fully realize at the time was how much we all needed more than just trading talk.
Over the past 12 years, more than 1,300 people have come through this community! Some became regulars, others just passed through. Some showed up once and never came back. And yet, every single one left a trace—on the room, on me, on the people they happened to sit next to that night.
And that’s the beauty of it.
Because let’s face it: Trading can be lonely. We spend a lot of time in our own heads. We second-guess. We obsess. We get frustrated. And it’s easy to feel like we’re the only ones struggling with those emotions.
But then we get in a room (virtual or in-person) with others walking a similar path, and it’s like a deep breath you didn’t know you were holding gets released.
This game isn’t just about charts or strategies or execution. It’s about resilience, and clarity, and staying...