Where Agility Meets Conviction.
Cypress Trading is the proprietary desk of a private family office—blending short-term tactical trades across equities, options, and futures with active IPO participation and a high-beta, tech-focused long book.
We move fast. We think freely. We execute with precision.
We don’t just see opportunity—we pursue it across the entire market map.
Navigating Market Movements with Precision
Edge Across Markets.
We trade across volatility regimes, asset classes, and time horizons.
Our Playbook Includes:
Tactical Trades: High-conviction short-term setups driven by price action, sentiment, and macro catalysts.
Strategic Long Exposure: Core tech-focused positions in innovation, software, and disruptive growth.
Volatility & Derivatives: Skew-aware options trading, futures hedging, and GEX-informed positioning.
Event-Driven & Flow Participation: Active involvement in IPOs, secondaries, and structured deal flow where timing matters.
Global Macro & Alternatives: Opportunistic moves in commodities, currencies, bonds, swaps, and OTC markets.
Our edge isn’t in predicting—it’s in reacting faster, thinking sharper, and executing with conviction.
Trading Strategies
Our trading strategies leverage a multi-faceted approach integrating:
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Fundamental Analysis
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Technical Analysis
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Market Timing
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Momentum
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Market & Option Positioning
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Mean Reversion
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Regression Strategies
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Gamma (Gex) Analysis
We also leverage quantitative models, macroeconomic insights, and risk management techniques to capture opportunities in dynamic market environments.
OUR APPROACH
We deploy discretionary long/short equity, macro, and event-driven strategies, using concentrated equity positions and active trading to pursue optimal returns.
We may apply leverage and 0DTE (zero-days-to-expiration) options to sharpen our edge and seize short-term market opportunities.
Multiple Layers ofMarket Intelligence
To execute informed trades with precision, our trade ideas incorporate:
BEHIND THE BOOK
Who runs the book?
John (Jake) Jacobsen
Founder & Chief Investment Officer
“Alpha’s just a metric. P&L is the mission.”
John (Jake) Jacobsen, founder and Chief Investment Officer of Cypress Trading — leads a performance-driven trading desk that transacts in billions of dollars in notional value across equities, options, and futures. With 28 years of market experience, Jake designs and executes every trade with precision and conviction.
No committees. No distractions. Just results.
From institutional trading to entrepreneurial ventures — including a 9-figure exit from RTIC Outdoors — Jake’s career centers on turning strategy into profit. For him, it’s not about beating benchmarks — it’s about building a winning book.
WHY FOLLOW US?
We don’t provide advice, signals, or recommendations. We post our thoughts, the setups we’re monitoring, and the context shaping our outlook — nothing more, nothing less. It’s not guidance or a playbook. It’s our perspective.
Follow us on X for our thoughts on the market.
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We don’t pitch. We trade — and we share what’s on our mind.