Options trading offered a never-ending pursuit of learning, with complex dynamics like non-normal distributions, volatility skew, and term structure. This complexity provided more opportunities for edge compared to simpler stock trading.
Greg began his career trading for a small prop firm while in college, managing a five-figure account with a goal of making 25% per quarter. He later worked at Chopper Trading and DRW in Chicago, focusing on volatility trading.
Greg's core strategy was mean reversion in volatility. He would sell volatility when it was low and buy it when it was high, focusing on timing rather than direction. This approach allowed him to profit from the natural tendency of volatility to revert to its median value.
Greg bootstrapped his trading by starting with $50,000 and focusing on short-term volatility trades. Over nine years, he consistently pulled out profits, aiming for a median P&L of 120% per year, which he achieved without a down year.
Greg was drawn to crypto because it was a new asset class with no historical data or professional traders dominating the market. This created inefficiencies and opportunities for edge that didn't exist in traditional markets.
During the 2020 bull market, Greg profited from the extreme skew in crypto options, where calls were trading at 40 volatility points above puts. He used strategies like buying Bitcoin, buying a protective put, and selling a covered call to lock in a 1:3 risk-reward ratio.
Greg managed stress by not trading other people's money, which reduced pressure. He also took breaks after losses, avoided substances, and focused on long-term development rather than short-term gains.
Greg struggles with holding onto winning trades for too long due to nervousness as profits grow. He is also aware of the emotional volatility that comes with trading and works to manage it through breaks and self-reflection.
Greg advises traders to expect volatility in their P&L and to respect the game of trading. He emphasizes the importance of learning to handle both winning and losing trades, as both are part of the journey.
Greg believes that as traditional finance flows into crypto, inefficiencies like the variance risk premium will diminish. However, he sees opportunities in volatility events and the introduction of new products like spot Bitcoin ETFs and their options.
Greg Magadini began his career as a proprietary trader for DRW Trading and Chopper Trading in Chicago and traded with SMB Capital as well. He later took a bold step, venturing out to trade his own book, bootstrapping crypto volatility with options and turning $50,000 into a staggering $1.3 million in consistent profits over nine years.
In addition to his trading success, Greg co-founded Genesis Volatility – a crypto options analytics company, which caught the attention of Amberdata and resulted in an acquisition. Today, Greg serves as the Director of Derivatives at Amberdata, continuing to leverage his expertise in the derivatives space.
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