SEE WHAT
OTHERS CAN’T
Cypress Trading is a private Family Office - not a fund, not a service - just a high-performance trading desk managing its own capital. We’re built for one thing: results.
We skate to where the puck is going - not where it’s been.
From equities and options to futures, commodities, and crypto — we move fast, think sharp, and trade hard.
We don’t just spot opportunity. We trade it - with our own money.
Navigating Market Movements with Precision
A PRIVATE FAMILY OFFICE - NO CLIENTS. JUST CAPITAL
We don’t manage outside money – we manage our own.
Cypress Trading was built by traders, for trading. We operate with one goal: deploy our own capital with discipline, edge, and conviction.
This isn’t a fund. There are no clients, no pitch decks, no management fees. Just real positions, real risk, and real accountability.
We share what we’re seeing — not to sell you something — but to stay sharp, connect with serious traders, and build a tight community around performance and process.
If you’re good at this game, you don’t need OPM. We believe the best edge is alignment — and it doesn’t get more aligned than trading your own capital.
Disclaimer: Nothing we post is financial advice. It’s for educational purposes only. We may trade in or out of positions without notice. Do not trade based on our content. Consult a licensed financial advisor.
Check the Feed
Follow us on X for live trade thoughts, market takes, and sharp setups.
Read the Blog
Long-form strategy, trade recaps, and market structure breakdowns - straight from the desk.
The Cypress Trading Floor (Coming Soon)
An interactive, private space for real traders to share setups, thoughts, and P&L-driven discipline.
Trading Strategies
Our trading strategies employs a multi-faceted approach that integrates:
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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 apply discretionary long/short equity, macro trading, and event-driven strategies, often engaging in concentrated equity positions and active trading to optimize returns.
We may employ leverage and utilize 0DTE (Options with Zero Days to Expiration) strategies to enhance our trading edge and capitalize on short-term market movements.
Multiple Layers ofMarket Intelligence
To execute high-probability trades with precision, our trade ideas incorporate:
BEHIND THE BOOK
Who runs the book?
John (Jake) Jacobson
CEO | CIO | PM | Trader-in-Chief
Alpha’s just a metric. P&L is the mission. - Jake
John (Jake) Jacobsen is the founder, CEO, and portfolio manager behind Cypress Trading — a performance-driven firm that often moves billions in notional value across equities, options, and futures. A seasoned trader with over 25 years of market experience, Jake architects, executes, and manages every trade with precision and conviction.
No committees. No distractions. Just results.
His career spans institutional trading desks, entrepreneurial ventures (including a successful 9-figure exit at RTIC Outdoors), and a relentless focus on turning strategy into profit. For Jake, it’s not about outperforming a benchmark — it’s about building a book that wins.
WHY FOLLOW US?
We’re not here to gather clients or manage capital — we’re here to share what we see, how we trade, and the insights that matter most in fast-moving markets.
Cypress Trading exists to help serious traders think sharper, execute better, and stay ahead of the noise. We focus on real-time moves, disciplined setups, and conviction-backed trades — not performance theater.
Whether you’re refining your edge or just looking for signal over noise, follow us for unfiltered strategy, real-time ideas, and trader-first thinking.
We don’t pitch. We trade — and we share what actually matters.