Dan Sheridan - 9-Day Calendar Deep Dive with Jay Bailey
Presented by: Dan Sheridan & Jay Bailey
Strategy Focus: 9-Day Calendar Spread
Format: Online Video Course with Recorded Live Sessions
Skill Level: Intermediate Options Traders
Course Overview:
Discover the power of short-duration income trading with the 9-Day Calendar Deep Dive, taught by veteran trader Dan Sheridan and options strategist Jay Bailey. This advanced-level course focuses entirely on mastering the 9-Day Calendar, a short-term, non-directional options strategy designed for consistent income with defined risk.
The course walks you through the nuts and bolts of trade construction, entry criteria, Greeks management, adjustment techniques, and exit strategies—using real market conditions and live trade examples. Jay brings his personal trading insights to the table, while Dan anchors the training with decades of risk-managed trading experience.
Ideal for traders who want a faster-paced income strategy with more frequent opportunities, this deep dive will give you a complete framework to confidently implement and manage the 9-Day Calendar.
What You’ll Learn:
✔️ Why the 9-Day timeframe is ideal for income calendars
✔️ Trade setup: selecting strikes, expiration dates, and underlying assets
✔️ Managing key Greeks: keeping Delta neutral and using Theta decay to your advantage
✔️ When and how to adjust the position based on market movement
✔️ Risk/reward expectations and realistic performance metrics
✔️ Choosing the right market environments for short-duration calendars
✔️ How to scale and size positions based on account size and risk tolerance
✔️ Real-time trade examples with step-by-step analysis and adjustments
Course Includes:
✅ Lifetime access to all video recordings
✅ Detailed slide presentations and trade setup templates
✅ Real-world SPX and index trade examples
✅ Downloadable trade planning worksheets
✅ Access to Q&A discussions from the live class series
Who Should Take This Course:
About the Instructors:
Dan Sheridan, founder of Sheridan Options Mentoring and former CBOE floor trader, has spent over 30 years helping retail traders succeed through rules-based strategies.
Jay Bailey, a successful trader and mentor, brings practical experience and detailed insight into executing time-sensitive strategies with consistency and precision.