Assigned on Cash-Secured Put: Continuous Wheel Strategy with 2 Covered Calls and New Cash-Secured Put

Introduction: Turning Assignment into Opportunity

Getting assigned on a cash-secured put doesn't have to be a setback. In fact, it's a strategic opportunity within the continuous wheel strategy to reduce your cost basis and play both sides of the market simultaneously.

In this detailed walkthrough, we explore a real-world scenario where a cash-secured put on Marvell Technology Inc (MRVL) resulted in assignment at $44.50 per share. Rather than viewing this as a problem, the assignment creates an opportunity to sell two covered calls at a reduced cost basis while simultaneously opening a new cash-secured put position to collect approximately $214 in total premium for the week.

This is the power of the continuous wheel strategy: whether the stock moves up, down, or sideways, you're positioned to collect option premium while systematically managing your cost basis through assignments and rolling positions.

Key Strategy: When assigned on cash-secured puts, your cost basis is automatically reduced through dollar-cost averaging. This allows you to sell covered calls closer to at-the-money while still targeting your breakeven or profit zone, maximizing the extrinsic value you can collect.

Processing the Assignment: Updating MyATMM Platform

The first step after assignment is accurately recording the transaction. This is where cost basis tracking becomes critical. Manual spreadsheet tracking often leads to errors, especially when managing multiple positions across different strike prices and expiration dates.

The Assignment Details

Starting at the MyATMM platform, the position showed:

  • Cash-Secured Put Strike: $44.50
  • Stock Closing Price: $44.14
  • Result: Assignment of 100 shares at $44.50
  • Total Cost: $4,450
  • Previous Covered Call: Expired worthless (deleted from tracking)

Because the stock closed below the $44.50 strike price, the put seller is obligated to purchase 100 shares at the strike price. This is processed automatically by your broker on expiration day.

Recording the Transaction

The MyATMM platform streamlines this process:

  1. Select Assignment Result: Mark the cash-secured put as "Assigned"
  2. Choose Assignment Type: Stock (as opposed to other underlying types)
  3. Enter Shares: 100 shares
  4. Confirm Assignment Price: $44.50 (matching the strike price)
  5. Total Investment: $4,450 calculated automatically
  6. Click Submit and Save: Generates proposed cost basis records

Why Proposed Records Matter

The platform automatically generates proposed records showing what your cost basis would be at $44.50 per share for these 100 shares. This prevents manual data entry errors and ensures accurate tracking across all your positions. Once you click Save, the $44.50 cost basis is officially recorded, and you can delete the closed cash-secured put from your active positions.

Updated Position Status

After recording the assignment, the platform showed:

  • Total Shares Owned: 200 shares of MRVL
  • Unrealized Loss: -$272 (temporary paper loss)
  • Total Premium Collected: Over $1,000
  • New Target Cost Basis: $45.50 (reduced from $46.50)

This $1.00 reduction in cost basis is crucial. It means you can now sell covered calls at $45.50 instead of $46.50, getting closer to at-the-money strikes where premium values are highest.

The Power of Dollar-Cost Averaging Through Assignments

One of the most powerful yet underappreciated aspects of the continuous wheel strategy is how cash-secured put assignments naturally implement dollar-cost averaging into your position management.

Understanding Cost Basis Reduction

Here's how the math works in this MRVL example:

  • Original Purchase: 100 shares at $46.50 = $4,650
  • New Assignment: 100 shares at $44.50 = $4,450
  • Total Investment: 200 shares for $9,100
  • Average Cost Basis: $9,100 ÷ 200 = $45.50 per share

By purchasing shares at a lower price through assignment, you've effectively reduced your average cost per share by $1.00. This isn't just accounting—it has real strategic implications for your option selling.

Following the Stock Price Down

This is why selling both cash-secured puts and covered calls (playing both sides) creates such a robust income strategy. As the stock price declines:

  • Your cash-secured puts get assigned at lower prices
  • Each assignment reduces your overall cost basis
  • Lower cost basis lets you sell covered calls closer to current market price
  • At-the-money calls have maximum extrinsic value
  • You collect more premium per contract
Strategic Advantage: The closer you can sell covered calls to at-the-money, the more extrinsic value (time premium) you capture. By following the stock down through put assignments, you maintain the ability to sell premium-rich options rather than being forced far out-of-the-money where premiums are minimal.

When This Strategy Works Best

The continuous wheel strategy with bilateral trading (both puts and calls) excels in these market conditions:

  • Sideways Markets: Collecting premium as the stock trades in a range
  • Moderate Downtrends: Reducing cost basis through assignments while collecting put premiums
  • Volatile Markets: Higher premiums on both sides due to elevated implied volatility
  • Quality Underlying Stocks: Companies you're comfortable owning long-term

Setting Up New Positions: Two Covered Calls and One Cash-Secured Put

With 200 shares now owned and an updated cost basis of $45.50, it's time to establish new positions to collect the next week's premium. This involves placing two separate orders in the thinkorswim platform.

Step 1: Selling the Cash-Secured Put

The cash-secured put is the simpler of the two trades because it follows a consistent rule: sell at-the-money for maximum premium collection.

Trade Details:

  • Underlying: MRVL
  • Expiration: Friday, February 24th
  • Strike: At-the-money (current market price)
  • Contracts: 1 contract (100 shares exposure)
  • Order Type: Sell to Open
  • Pricing: Left-click on bid price, add $0.02 above bid
  • Expected Premium: Approximately $100 (after $0.65 commission)

The bid-ask spread was about $0.05, so pricing the order $0.02 above the bid ($0.03 below the ask) positions it competitively for quick execution while maximizing premium collection.

Step 2: Selling Two Covered Calls

With 200 shares owned, you can sell two covered call contracts (each contract covers 100 shares). The key is targeting the $45.50 strike price, which matches your new cost basis.

Trade Details:

  • Underlying: MRVL
  • Expiration: Friday, February 24th
  • Strike: $45.50 (at cost basis)
  • Contracts: 2 contracts (200 shares coverage)
  • Order Type: Sell to Open
  • Price per Contract: $0.57
  • Total Premium: $114 (2 × $57 per contract)
  • Net Premium: $112 after commission

By selling at the $45.50 strike, any assignment would result in breaking even on the stock position while keeping all collected premium as pure profit. This is the beauty of trading at your cost basis—downside is managed while upside captures both stock appreciation and option premium.

Total Weekly Premium Projection

Cash-Secured Put: ~$100
Covered Calls (2 contracts): ~$114
Total Expected Income: ~$214 for the week

For just a few minutes of work placing these orders, the strategy generates over $200 in weekly income. Annualized, this approach can produce substantial returns on the capital deployed in the underlying position.

Order Management and Adjustments

After submitting both orders, they enter "queued" status, meaning they're working in the market but not yet filled. The next trading day requires monitoring:

  • Check Fill Status: See if orders executed overnight
  • Adjust Pricing if Needed: Move closer to bid/ask if not filling
  • Monitor Stock Movement: Significant price changes may warrant repricing
  • Track in MyATMM: Once filled, record transactions for cost basis tracking

Risk Management and Position Sizing

While the continuous wheel strategy is relatively conservative compared to many options strategies, proper risk management remains essential for long-term success.

Key Risk Considerations

1. Stock Selection Matters

This strategy works best with quality underlying stocks you're comfortable owning long-term. MRVL (Marvell Technology) is a semiconductor company with real business fundamentals. If assigned repeatedly, you're accumulating shares in a company with actual value, not speculative assets.

2. Capital Requirements

Each cash-secured put requires cash collateral equal to the full assignment value. In this example:

  • One $44.50 put requires $4,450 in cash reserves
  • This capital is locked up until expiration or early closure
  • Must maintain sufficient buying power for potential assignments

3. Assignment Risk is a Feature, Not a Bug

Unlike many options strategies where assignment is problematic, the wheel strategy embraces assignment as part of the income generation cycle. However, you must be prepared to:

  • Own additional shares if assigned on puts
  • Have shares called away if covered calls are assigned
  • Maintain adequate capital reserves for either scenario

4. Unrealized Losses Are Temporary

The position shows a $272 unrealized loss, but this is only a paper loss while holding the shares. As long as you continue collecting premium and the underlying company remains fundamentally sound, time and premium collection work in your favor.

Long-Term Perspective: With over $1,000 in collected premium already, this position is well on its way to complete profitability even if the stock remains at current levels. Each week's premium collection reduces the effective cost basis further, creating multiple pathways to profitability.

How MyATMM Simplifies Complex Cost Basis Tracking

Managing the continuous wheel strategy manually through spreadsheets quickly becomes overwhelming. Every assignment, every option expiration, every premium collection impacts your cost basis calculation. Miss one entry, and your entire position tracking becomes unreliable.

The Spreadsheet Challenge

Consider what you'd need to track manually for just this single MRVL position:

  • Original stock purchase: 100 shares at $46.50
  • First round of covered calls (premium collected, expiration, result)
  • First round of cash-secured puts (premium collected, expiration, assignment)
  • New stock position: 100 shares at $44.50
  • Combined cost basis calculation: 200 shares at $45.50 average
  • New covered calls: 2 contracts at $45.50 strike
  • New cash-secured put: 1 contract at current strike
  • Running total of all premium collected
  • Net profit/loss including unrealized stock position

Now multiply this complexity by 5, 10, or 20 different ticker symbols, each with their own unique assignment histories and rolling positions. The tracking becomes a full-time job.

MyATMM's Automated Solution

The MyATMM platform automates this entire process:

Automatic Cost Basis Calculation

When you record an assignment, the platform immediately calculates and displays your new average cost per share. No formulas to write, no calculator needed—just accurate, instant results.

Proposed Records for Planning

Before finalizing transactions, you can see proposed cost basis records. This helps you plan your next covered call strikes before committing to positions, ensuring you're targeting the right price points for your strategy.

Portfolio-Wide Tracking

Switch between detailed ticker views and portfolio summary with a single click. See your total premium collected, unrealized gains/losses, and overall performance across all positions simultaneously.

Premium History

Every option premium is automatically tracked and factored into your true cost basis. The platform shows you're over $1,000 in collected premium on MRVL—information that would require extensive spreadsheet digging to calculate manually.

Free to Start: MyATMM offers a free account that lets you track up to 3 tickers forever. For most traders just starting with the wheel strategy, this is enough to manage your initial positions while you learn the system. As your portfolio grows, paid plans start at just $4.95/month for unlimited ticker tracking.

Weekly Income Strategy: Consistency Over Home Runs

The continuous wheel strategy isn't about hitting massive winning trades. It's about consistent, reliable income generation week after week. This MRVL position perfectly illustrates the approach.

The $214 Weekly Target

Generating approximately $214 in a single week from one underlying position might not sound dramatic, but consider the annualized implications:

  • Weekly Income: ~$214
  • Monthly Projection: ~$856 (4 weeks)
  • Annual Projection: ~$10,272 (48 weeks, accounting for holidays)

This income is generated from a position requiring approximately $9,100 in capital (200 shares at $45.50). That represents a potential annual return exceeding 100% on deployed capital—and this is from a relatively conservative options strategy.

Real-World Considerations

Of course, actual results will vary based on several factors:

  • Market Volatility: Higher volatility increases premium values
  • Stock Price Movement: Significant moves may result in assignments
  • Rolling Decisions: Sometimes you'll roll positions rather than take assignment
  • Premium Fluctuations: Weekly premium varies with market conditions

But even accounting for weeks with lower premium, market pullbacks, and occasional adjustments, the strategy can produce substantial income for dedicated practitioners.

Time Investment

Perhaps most importantly, this strategy requires minimal time investment:

  • Weekly Position Management: 10-15 minutes to check and place orders
  • Platform Updates: 5 minutes to record transactions in MyATMM
  • Total Weekly Time: Approximately 20 minutes

For 20 minutes of work to generate $214 in income, that's an effective hourly rate exceeding $600. Few legitimate strategies offer this combination of time efficiency and income potential.

Next Steps: Monitoring and Adjustment

After placing the orders for two covered calls and one cash-secured put, the work isn't quite done. Successful option sellers actively monitor positions and make adjustments as needed.

The Following Trading Day

When the market opens the next day, check your order status:

If Orders Filled:

  • Record transactions in MyATMM platform
  • Note actual premium received (may differ slightly from estimates)
  • Set calendar reminders for expiration date
  • Monitor position through the week for early exit opportunities

If Orders Not Filled:

  • Check current bid-ask spread
  • Adjust price closer to mid-point if needed
  • Consider if market movement warrants different strikes
  • Re-submit adjusted orders

Mid-Week Management

Throughout the week, watch for opportunities to:

  • Take Early Profits: If options decline 50-80% in value, consider buying back for quick profits
  • Roll Threatened Positions: If stock moves significantly, rolling to next week might be beneficial
  • Adjust Strikes: In volatile conditions, you might close and reopen at better strikes

Expiration Week Decisions

As expiration approaches, several outcomes are possible:

Covered Calls:

  • Expire worthless if stock below $45.50 (keep premium, keep stock)
  • Get assigned if stock above $45.50 (keep premium, sell stock at cost basis)
  • Roll to next week if you want to avoid assignment

Cash-Secured Put:

  • Expire worthless if stock above strike (keep premium, redeploy capital)
  • Get assigned if stock below strike (keep premium, buy more shares, reduce cost basis further)
  • Roll to next week if you want to avoid assignment or chase more premium

The Wheel Continues

Notice how regardless of the outcome, you're positioned to continue the strategy. Assignment leads to new positions, expirations lead to new positions. The wheel keeps turning, and premium keeps flowing into your account week after week.

Risk Disclaimer

Options trading involves significant risk and is not suitable for all investors. Past performance does not guarantee future results. Cash-secured puts require substantial capital reserves, and assignment results in stock ownership that may decline in value. Covered calls cap upside potential, and you may miss significant gains if the underlying stock rallies. This content is for educational purposes only and should not be considered financial advice. The continuous wheel strategy requires active management and understanding of options mechanics. Always consult with a qualified financial advisor before making investment decisions, and never risk more capital than you can afford to lose.

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