My Intro and request for input and ideas.
Hello everyone — my name is Sean, and I’m grateful to be here.
I’ve been self-employed for many years. Over that time I’ve started businesses that turned out wildly successful… and a few that turned into miserable failures. Both taught me a lot.
My primary business for many years has been insurance, and somewhere along the way I became fascinated with a different question: once you’ve built some money, how do you get that money to work for you?
That question pulled me into trading.
I had been tinkering with trading since the mid-1990s, and in 1996 I actually went to Chicago intending to become a professional trader. During those years I made a lot of money, but not from trading itself — I made it helping raise money for successful hedge funds. I learned a tremendous amount from that world, but not quite enough at the time to have the confidence to make trading my actual business.
So I came back home to Buffalo, built my insurance business, and kept trading on the side. I made money, lost money, and overall stayed mildly profitable for a long time.
Then a client of mine named John said something to me that completely changed the way I thought about trading.
He said:
“Sean, it’s all about positioning — not trading systems or strategies. You simply want to be in position for success to come to you.”
That hit me hard, especially coming from someone whose sole business was managing his own wealth.
That idea eventually led me deeper into convexity — the concept of risking a little for the opportunity to make a lot, while structuring trades and capital in a way that puts the odds on your side over time.
Earlier this year I started a YouTube channel called Convexity Trading, https://www.youtube.com/@ConvexityTrading, to teach some of what I’ve learned. Over the past few months, a small number of people reached out wanting help managing their capital more like a business rather than just “taking trades.”
Then something interesting happened.
I started hearing from what I now think of as frustrated trading enthusiasts — people who knew trading for a living was possible, but had no clear framework for how to actually get there.
The problem was that much of what I had been teaching was geared more toward people with larger amounts of capital — often $250,000 and up. But the people reaching out wanted the same outcome even if they weren’t there yet. They wanted a realistic path to eventually managing their own capital like a business.
That’s a big part of why I’m here.
My purpose has shifted toward helping people use convexity-based frameworks to grow smaller accounts alongside the job or business they already have — with the long-term goal of someday operating like their own mini hedge fund.
I wanted to create something simple and practical for people who don’t want to spend all day staring at screens, scalping, day trading, or chasing the kind of “get rich quick” trading content that floods YouTube. My belief is that people need a real framework, a repeatable process, and a community around them more than they need another flashy strategy.
That led me to create my Skool community, Convexity Trading Inner Circle, https://www.skool.com/convexity-trading/about. The goal is to give people a couple of simple frameworks to start with, but more importantly to build a community where people can learn how to think about capital, risk, positioning, and consistency in a more serious way.
I’m here because I want to build that community the right way, and I know many of you have already done things in Skool that I can learn from.
So I’d genuinely appreciate any candor, suggestions, or advice from those of you willing to share it. I’m here to learn, and I’m also happy to help others however I can if my background is useful to you.
Thank you for having me here — and thank you @shannonlboyer for letting me be part of the group.
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Sean Kelly
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My Intro and request for input and ideas.
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