Options Trading

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Options trading offers a powerful way to generate passive income, and one of the most reliable methods for achieving this is through writing cash-secured puts and covered calls using a systematic approach called "The Wheel" strategy. This strategy is ideal for investors seeking consistent cash flow while managing risk in the stock market. Below, I’ll outline a step-by-step guide to implementing The Wheel, focusing on creating passive income, managing risks, and optimizing returns over time. Let’s dive in.

Understanding the Basics: Cash-Secured Puts and Covered Calls
Before diving into The Wheel, let’s clarify the two core components of this strategy: cash-secured puts and covered calls.

  • Cash-Secured Puts: When you write (sell) a cash-secured put, you agree to buy a stock at a specific price (the strike price) by a certain date (expiration). In return, you receive a premium upfront. To make it "cash-secured," you set aside enough cash to purchase the shares if the stock price falls below the strike price and you’re assigned the shares. For example, if you sell a put with a $50 strike price on a stock, you’d need $5,000 in cash (100 shares x $50) to cover the potential purchase.

  • Covered Calls: When you write a covered call, you own the underlying stock and sell a call option against those shares. You collect a premium for giving someone the right to buy your shares at a specific strike price by expiration. If the stock price stays below the strike, the option expires worthless, and you keep the premium. If the stock is called away (sold at the strike price), you still profit from the premium and any stock price appreciation up to the strike.


The Wheel strategy combines these two techniques into a repeatable cycle to generate income while potentially acquiring stocks at a discount and selling them at a profit.

Step 1: Set Up Your Financial Foundation
To begin, ensure you have the necessary resources and mindset for The Wheel strategy:

  • Capital Requirements: You’ll need enough cash to secure puts. For example, selling a put on a $50 stock requires $5,000 per contract (100 shares). Start with an amount you’re comfortable risking—$10,000 to $50,000 is a good range for beginners to test the strategy without overexposure.

  • Brokerage Account: Use a brokerage that supports options trading (e.g., Fidelity, Charles Schwab, or Interactive Brokers). Ensure you’re approved for options trading level 1 (for puts) and level 2 (for covered calls). Many brokers also offer paper trading to practice without real money.

  • Risk Tolerance: The Wheel is relatively conservative, but you must be prepared to buy stocks if assigned and to potentially sell them if called away. Only trade stocks you’re willing to own long-term.


Step 2: Select the Right Stocks
Stock selection is critical for success with The Wheel. Focus on stocks with these characteristics:

  • High-Quality Companies: Choose large-cap stocks or ETFs with strong fundamentals and a history of steady performance. Examples include Apple (AAPL), Microsoft (MSFT), or ETFs like SPY (S&P 500 ETF).

  • Moderate Volatility for Premiums: Stocks with moderate implied volatility (IV) offer higher premiums for options, boosting your income. Use a tool like the IV rank (available on platforms like Thinkorswim) to find stocks with IV between 20-40%.

  • Dividend Payers (Optional): Stocks that pay dividends can add an extra income stream if you end up owning them. For example, a stock like Coca-Cola (KO) offers a 3% dividend yield alongside options premiums.


Step 3: Start with Cash-Secured Puts
The Wheel begins by selling cash-secured puts to collect premiums and potentially acquire stocks at a discount. Here’s how to execute this step:

  • Choose a Strike Price: Select a strike price below the current stock price (out-of-the-money, or OTM). For example, if a stock is trading at $100, sell a put with a $95 strike. This gives you a margin of safety—if the stock drops, you’re buying at a discount.

  • Expiration Date: Opt for expirations 30-45 days out. Shorter expirations (e.g., weekly) offer faster income but less premium; longer ones (60+ days) tie up your capital longer. A 30-45 day window balances income and flexibility.

  • Collect the Premium: When you sell the put, you receive the premium immediately. For instance, a $95 strike put might pay a $2 premium per share, or $200 per contract (100 shares). This is your income if the option expires worthless.

  • Monitor the Trade: If the stock stays above the strike price at expiration, the put expires worthless, and you keep the premium. If the stock falls below the strike, you’ll be assigned the shares at the strike price, minus the premium you collected (your effective cost basis). For example, if assigned at $95 after collecting a $2 premium, your cost basis is $93 per share.

Step 4: Transition to Covered Calls
If you’re assigned shares from your cash-secured put, the next step is to sell covered calls against those shares to generate more income. Here’s how:

  • Choose a Strike Price: Sell a call with a strike price above your cost basis (OTM). If your cost basis is $93, sell a $97 strike call. This ensures a profit if the shares are called away (sold at $97), plus the premium you collect.

  • Expiration Date: Again, 30-45 days is a good range. Shorter expirations can increase annualized returns but require more active management.

  • Collect the Premium: For example, a $97 strike call might pay a $1.50 premium, or $150 per contract. If the stock stays below $97, the call expires worthless, and you keep the premium while retaining the shares.

  • Outcome Scenarios:

    • If the stock stays below the strike, repeat the process by selling another call.

    • If the stock rises above the strike, your shares are called away at $97. You profit from the price increase ($97 - $93 = $4 per share, or $400) plus the premiums from both the put and call ($200 + $150 = $350), for a total of $750 per contract.

    • After the shares are called away, return to Step 3 and sell another cash-secured put to restart the cycle.

Step 5: Manage and Optimize the Strategy
To maximize passive income and minimize risks, actively manage your Wheel trades:

  • Rolling Options: If a put or call is in-the-money (ITM) near expiration and you don’t want to be assigned or have your shares called away, you can "roll" the option. This involves buying back the current option and selling a new one with a later expiration or different strike price. For example, if your $95 put is ITM, roll it to a $90 strike for the next month, collecting additional premium.

  • Diversify Across Stocks: Don’t put all your capital into one stock. Spread your cash-secured puts across multiple stocks or ETFs to reduce risk. For example, with $30,000, you might sell puts on three different stocks ($10,000 each).

  • Position Sizing: Limit each trade to 5-10% of your portfolio to avoid overexposure. If a stock drops significantly after assignment, you don’t want it to dominate your holdings.

  • Tax Considerations: Premiums from options are taxed as short-term capital gains in most cases. If your shares are called away, you may also realize capital gains. Consult a tax professional to optimize your tax strategy.

Step 6: Calculate and Reinvest Your Income
The Wheel generates income from premiums and potential stock appreciation. Let’s break down an example:

  • Portfolio: $50,000 in cash.

  • Trade: Sell 5 cash-secured puts on a $100 stock with a $95 strike, 45 days out, for a $2 premium each. Total premium = $1,000 (5 contracts x $200).

  • Scenario 1 (Not Assigned): The stock stays above $95. You keep the $1,000 and repeat the process. Over 12 months, if you repeat this 8 times (every 45 days), you’d earn $8,000, a 16% annualized return on your $50,000.

  • Scenario 2 (Assigned, Then Called Away): The stock drops to $90, and you’re assigned 500 shares at $95 ($47,500). Your cost basis is $93 after the $1,000 premium. You sell 5 covered calls at a $97 strike for a $1.50 premium each ($750 total). The stock rises to $98, and your shares are called away at $97 ($48,500). Your profit is $2,000 from the stock ($97 - $93 x 500) plus $1,750 in premiums ($1,000 + $750), totaling $3,750.

Reinvest your premiums into new trades to compound your returns over time. Alternatively, use the income to cover living expenses, making this a truly passive income stream.

Step 7: Mitigate Risks and Stay Disciplined
While The Wheel is a low-risk strategy compared to speculative options trading, it’s not without challenges:

  • Market Downturns: If a stock plummets after assignment, you may hold it at a loss. Mitigate this by choosing high-quality stocks and diversifying.

  • Opportunity Cost: Your capital is tied up in cash-secured puts, limiting other investment opportunities. Balance this by allocating only a portion of your portfolio to The Wheel.

  • Discipline: Stick to your criteria for stock selection, strike prices, and expirations. Avoid chasing high premiums on risky stocks, as they can lead to significant losses.


Conclusion: Building a Sustainable Income Stream
The Wheel strategy, through writing cash-secured puts and covered calls, offers a systematic way to generate passive income in the stock market. By carefully selecting stocks, managing trades, and reinvesting premiums, you can achieve annualized returns of 10-20% while keeping risks in check. At CallCrafterTrader, we can guide you through every step of this process, helping you craft a profitable, low-stress trading plan tailored to your goals. Start small, stay consistent, and watch your passive income grow over time.

Building Passive Income with Cash-Secured Puts and Covered Calls: The Wheel Strategy

Call Crafter Trader transformed my trading strategy! Their guidance on options and cash-secured puts has significantly increased my passive income. Highly recommend their expertise!

Mike Floyd
Sydney

A person holds a smartphone displaying a financial or stock trading app, with detailed graphs and numerical data visible on the screen. In the background, there is a blurred computer monitor and office setting, suggesting a work environment.
A person holds a smartphone displaying a financial or stock trading app, with detailed graphs and numerical data visible on the screen. In the background, there is a blurred computer monitor and office setting, suggesting a work environment.

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