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Intensive Option Webinar: Modern Portfolio Protection

A comprehensive framework for hedging, covering both micro and macro protection strategies.

Modern portfolio protection is not about guessing when the next decline will occur—it is about structuring your portfolio so that adverse market moves are manageable, and recoverable. In this seminar, we examine how options can be used both surgically and systematically to hedge risk at the individual stock level and across an entire portfolio. From collars and covered writing to index hedging and volatility-based protection, the emphasis is on practical implementation—balancing cost, efficiency, and effectiveness. We also address one of the most overlooked aspects of hedging: aligning your portfolio’s volatility with that of the hedging instrument. The result is a framework that allows investors to participate in upside markets while maintaining a defined, disciplined approach to downside risk.

The full webinar video is available above for paid subscribers.


Seminar Outline

1. Foundations of Portfolio Protection

  • Key definitions, tools, and analytical frameworks

  • Understanding implied volatility and its role in hedging

  • Overview of index options, ETFs, and volatility products

  • Introduction to Option Workbench and strategy tools

2. Micro Hedging: Protecting Individual Positions

Focus: Precision hedging with minimal tracking error

Core Strategies

  • Married puts (stock + protective put “insurance”)

  • Put spreads as cost-reduction alternatives

  • Covered call overwriting for income enhancement

  • Collars (including zero-cost and partial collars)

Key Concepts

  • Trade-offs between protection cost and upside limitation

  • When collars are appropriate (legacy or concentrated positions)

  • Adjusting hedges dynamically as markets move

3. Macro Hedging: Protecting the Entire Portfolio

Focus: Efficiency and scalability

Index-Based Strategies

  • Buying index puts (e.g., $SPX)

  • Put spreads vs. outright protection

  • Selling index calls and index collars

  • Determining proper hedge size relative to portfolio value

Portfolio Construction

  • Adjusting for volatility differences between holdings and index benchmarks

  • Managing tracking error in broad-based hedges

4. Volatility as a Hedging Asset Class

Focus: Dynamic protection using volatility products

Volatility Instruments

  • $VIX, VIX futures, and VIX options

  • ETNs and ETFs tied to volatility

Strategic Applications

  • Using VIX calls as “disaster insurance”

  • Comparing volatility hedges vs. index puts

  • The “10%–20% hedge” concept for portfolio protection

  • Strengths and limitations of volatility-based hedging

5. Integrating Hedging Approaches

  • Choosing between micro vs. macro protection

  • Blending strategies for cost efficiency and flexibility

  • When to favor collars vs. volatility hedges

  • Structuring protection based on market environment

6. Trading Systems & Tactical Strategies

  • Previous Daily Range system

  • First Day of the Month strategy

  • Seasonal influences (including January effects)

  • Application of systematic strategies alongside hedging

7. Practical Implementation & Risk Management

  • Cost of protection vs. long-term portfolio impact

  • Maintaining upside participation while controlling downside

  • Rolling and adjusting hedges over time

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