Trading doesn’t have to consume your life to be effective.

In this episode, long-time Option Alpha member Jack Krupey shares how a background in real estate and private equity shaped a steady, market-neutral approach to options trading. Instead of chasing excitement, the focus is on building systems that work across market cycles and fit naturally into daily routines.

Discover how defined risk and consistent habits support long-term sustainability, along with practical advice for traders just getting started.

If you’re looking to build a trading approach that aligns with your lifestyle—instead of fighting it—this conversation offers an actionable perspective.

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Short-term trading moves fast—but without a long-term mindset, it often leads to burnout, overtrading, and inconsistency.

This episode explores why sustainable success in short-term options trading depends on thinking far beyond individual trades. It introduces the concept of longtermism and explains how focusing on process, risk management, and systems can dramatically change outcomes.

Learn why dopamine-driven decision-making is dangerous, how automation and rules reduce emotional pressure, and what it really means to measure success over years instead of days.

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Going live with real money brings realities that paper trading simply cannot replicate. In this episode, Kirk walks through the five essential things every trader should understand and consider before transitioning from paper trading to live trading.

From the limitations of paper trading to the execution challenges of real markets, we explain why strict expectations, conservative assumptions, and a solid understanding of liquidity are crucial.

Kirk also breaks down how to prepare for in-the-money positions, why orders don’t always become fills, and why keeping your Option Alpha and brokerage accounts aligned is so important. Plus, an important reminder that the hardest part of live trading is sticking to your strategy when emotions flare.

See the full show notes here