Monthly Options When You Don't Have Time for Weekly Management

Switching to Monthly Options for Limited Time Availability

Life gets busy. Projects demand your attention. Responsibilities pile up. But that doesn't mean your shares have to sit idle generating zero income.

If you've been running weekly covered calls and cash-secured puts but find yourself with limited time to monitor positions, monthly options offer a practical alternative. You'll collect less premium per week compared to rolling weeklies, but you gain something valuable: time and flexibility.

This article breaks down a real-world example of transitioning from weekly to monthly option selling on Marvell Technology (MRVL), demonstrating how to structure 45-day positions when you can't actively manage weekly expirations.

Key Takeaway: Monthly options with 45-day expirations let you continue generating premium income from your shares even when you lack time for weekly position management. The trade-off is lower weekly premium collection in exchange for hands-off positions that require minimal monitoring.

Reviewing Your Current Position After Time Away

When returning to your portfolio after weeks away, the first step is understanding where you stand. Let's walk through the MRVL position assessment process.

Assignment Review on Cash-Secured Put

The last recorded trade was a $43 cash-secured put sold on April 3rd for $97 premium. This position got assigned on April 7th, resulting in the purchase of 100 shares at $43 per share ($4,300 total).

When tracking this in MyATMM, you would:

  • Navigate to the Cost Basis screen and filter by your active positions
  • Mark the cash-secured put as "Assigned" with the assignment date (April 7th)
  • Enter the assignment details: 100 shares at $43 strike price
  • Save the transaction to update your cost basis automatically

Expired Covered Call Cleanup

The covered call position from the previous cycle expired worthless on April 14th. This is a winning scenario—you kept the premium and retained the shares. Mark this position as expired worthless and remove it from your active positions.

Position Summary After Updates:
Total Shares: 500 shares of MRVL
Total Capital Invested: $22,200
Current Stock Value: $19,740 (stock trading at $39.48)
Unrealized Loss: -$2,460 (-11%)
Total Premium Collected: $2,949
Net Position: +$489 (ahead despite unrealized loss)

Cost Basis Calculation

Understanding your true cost basis is essential for selecting appropriate strike prices:

  • Standard Cost Basis: $44.40 per share ($22,200 ÷ 500 shares)
  • Cost Basis with Premium: $38.50 per share (factoring in $2,949 collected premium)

The cost basis with premium shows you're actually profitable at current prices ($39.48) when accounting for premium collection. This is the power of consistent premium income—you can be "winning" even when the stock is down.

Structuring Monthly Option Positions for Minimal Management

When time is limited, extending your option expirations reduces the frequency of position management while maintaining income generation from your shares.

Target Premium for Monthly Positions

For monthly covered calls with limited monitoring time, target at least $100 premium per contract. This provides meaningful income while justifying the extended time commitment to a single position.

With 500 shares of MRVL, the goal is to sell 5 covered call contracts at or above $100 each, generating approximately $500 in total premium.

Selecting the Expiration Date

When choosing monthly expirations:

  • Weekly Options: Expire every Friday, requiring weekly monitoring
  • Monthly Options: Expire on the third Friday of each month, offering higher volume and tighter spreads
  • 45-Day Sweet Spot: Going out approximately 45-47 days balances premium collection with theta decay efficiency

In this example, with the current date being early May, the target expiration is June 16th—47 days away.

Why 45-Day Expirations? Options theta (time decay) accelerates as expiration approaches, with the steepest decay occurring in the final 30 days. Selling 45-day options captures substantial premium while positioning you to benefit from accelerated decay as expiration nears.

Selecting Covered Call Strike Prices for Monthly Positions

With a cost basis of $44.40 and the stock trading at $39.48, your covered call strike selection needs to balance income generation with acceptable exit prices.

Analyzing Premium at Different Expirations

Let's compare premium availability across different timeframes for a $45 strike:

Expiration Days Out Bid Premium Premium per Day
This Friday 5 days $0.03 ($3) $0.60/day
Next Week 12 days $0.09 ($9) $0.75/day
3 Weeks Out 26 days $0.25 ($25) $0.96/day
1 Month Out 40 days $0.70 ($70) $1.75/day
47 Days (Target) 47 days $0.90 ($90) $1.91/day
2 Months Out 110 days $1.60 ($160) $1.45/day

Notice that the 47-day expiration offers strong premium-per-day efficiency ($1.91/day) compared to longer timeframes. Going beyond 60 days actually reduces daily premium collection while locking up capital for extended periods.

Executing the Covered Call Order

When placing the order in thinkorswim or your preferred platform:

  • Strike Price: $45 (above cost basis of $44.40)
  • Expiration: June 16th (47 days out)
  • Bid/Ask Spread: $0.90 bid / $0.95 ask (5-cent spread)
  • Target Price: $0.92 (splitting the spread, adding 2 cents to bid)
  • Quantity: 5 contracts (covering 500 shares)
  • Expected Premium: $460 total ($92 × 5 contracts)
What Happens at Expiration:
If MRVL is above $45 on June 16th, your shares will be called away at $45. You'll realize:
  • Capital gain: $0.60 per share × 500 shares = $300
  • Call premium collected: $460
  • All previously collected premium: $2,949
  • Total profit: $3,709 on the position
If MRVL is below $45, you keep your shares and the $460 premium, then evaluate selling new calls.

Filled Order Results

The actual order filled at $0.95 per share (better than the $0.92 target), generating $475 total premium for the 5 contracts. This demonstrates the value of placing limit orders at reasonable prices rather than market orders.

Adding Cash-Secured Puts to Play Both Sides

One of the advantages of the continuous wheel strategy is the ability to sell both covered calls and cash-secured puts simultaneously. Since the stock can only move in one direction, at least one position is guaranteed to profit.

Strike Price Selection for Monthly Puts

With the stock trading at $39.48, you want to sell a cash-secured put at-the-money or slightly below. However, when searching for the $39 strike at the June 16th expiration, you'll notice some strikes aren't available 47 days out.

Reason: Far-dated options typically offer strikes in $5 increments ($35, $40, $45, etc.). More granular strikes ($39, $38.50, $41, etc.) become available as expiration approaches.

Adjusting the Strike Range

To find available strikes at the 47-day expiration:

  • Expand your strike filter range (e.g., $35 to $40)
  • Look for whole-number and $5-increment strikes
  • Accept slightly deeper out-of-the-money strikes for extended expirations

Evaluating the $37.50 Put

The $37.50 strike is available at the June 16th expiration:

  • Current Stock Price: $39.48
  • Put Strike: $37.50 (about $2 below current price)
  • Premium (bid): $1.86 ($186 per contract)
  • Downside Protection: Stock would need to fall 5% before assignment
Advantage of Lower Strike: Selling the $37.50 put instead of $39 provides a $200 cushion before assignment ($39.48 current price - $37.50 strike = $1.98 buffer). If the stock drops to $37.50, you're buying at a 5% discount to current prices, plus you've collected $186 premium.

Comparing Strike Options

Strike Days Out Premium Distance from Current
$39 (ATM) 40 days $2.22 ($222) $0.48 below current
$37.50 (Target) 47 days $1.86 ($186) $1.98 below current

While the $39 strike offers $36 more premium ($222 vs $186), it comes with higher assignment risk and a 7-day shorter expiration. The $37.50 strike aligns with the covered call expiration (June 16th) and reduces assignment probability.

Executing the Put Order

  • Strike Price: $37.50
  • Expiration: June 16th (matching the covered calls)
  • Bid/Ask Spread: $1.86 bid / $1.90 ask (4-cent spread)
  • Target Price: $1.88 (adding 2 cents to bid)
  • Quantity: 1 contract (securing $3,750 collateral)

Order Adjustment and Fill

The original order at $1.88 didn't fill immediately on Friday morning. After monitoring for about an hour, the order was adjusted to $1.73 to get filled, ultimately collecting $173 premium for the cash-secured put.

This adjustment demonstrates the reality of trading: bid/ask spreads fluctuate, and you may need to adjust limit orders to secure fills, especially on lower-volume strikes.

Tracking Monthly Positions in Your Cost Basis System

After executing both the covered calls and cash-secured put, proper tracking ensures you maintain an accurate view of your position and cost basis.

Recording the Covered Call Contracts

In MyATMM's Cost Basis screen:

  • Action: Sell to Open
  • Option Type: Call
  • Contracts: 5
  • Expiration: June 16th
  • Strike Price: $45
  • Premium per Contract: $0.95 ($95)
  • Total Premium: $475

Recording the Cash-Secured Put

  • Action: Sell to Open
  • Option Type: Put
  • Contracts: 1
  • Expiration: June 16th
  • Strike Price: $37.50
  • Premium per Contract: $1.73 ($173)

Updated Position Summary

MRVL Position Status (May 1st):
Shares Owned: 500
Capital Invested: $22,200
Current Value: $20,005 (stock at $40.01)
Unrealized Loss: -$2,195
Total Premium Collected (All-Time): $3,597
Premium Collected This Month: $648 ($475 calls + $173 put)
Net Position: +$1,402 profit

Notice how the total premium collected now exceeds the unrealized loss, putting the position in net positive territory despite the stock trading below the cost basis.

Active Positions Dashboard

Your platform should now show:

  • 5 short calls at $45 strike expiring June 16th
  • 1 short put at $37.50 strike expiring June 16th
  • Both positions have 47 days until expiration
  • No immediate management required for the next several weeks

Return on Investment Analysis: Monthly vs Weekly Strategies

Understanding the ROI implications of switching from weekly to monthly options helps set realistic expectations for income generation.

Year-to-Date Premium Collection Review

Looking at premium collected month-by-month reveals income patterns:

Month Premium Collected Strategy
December 2022 $1,351 Weekly options
January 2023 $494 Weekly options
February 2023 $1,379 Weekly options
March 2023 $737 Weekly options
April 2023 $0 No activity (time constraints)
May 2023 $648 Monthly options (single trade day)

Key observation: The May premium of $648 was collected in a single day with a single set of trades, whereas previous monthly totals required 4+ trade cycles with weekly monitoring.

ROI Calculations

Current annualized ROI projections based on year-to-date performance:

  • Current ROI (Year-to-Date): Approximately 10%
  • Annualized ROI (if maintaining current pace): 26%
  • Expected ROI with monthly strategy: 10-15% (reduced from weekly frequency)
ROI Reality Check: These projections are based primarily on weekly option selling, which generates higher annualized premium. Switching to monthly options will likely reduce overall ROI because you're collecting less premium per week. However, the time savings and reduced monitoring requirements may make this trade-off worthwhile depending on your life circumstances.

Premium Per Week Comparison

Breaking down weekly vs monthly premium collection:

  • Weekly Strategy: Target $200-300/week ($800-1,200/month) with 4+ trade cycles
  • Monthly Strategy (45-day positions): $648 collected once, covering ~7 weeks = $92/week equivalent

The monthly approach generates approximately 30-45% less weekly premium but requires 90% less time and monitoring. For traders with limited availability, this trade-off preserves income generation from shares that would otherwise sit idle.

Managing Monthly Positions: What to Monitor

Even though monthly options require less frequent attention than weeklies, you should still monitor key metrics periodically.

Extrinsic Value Monitoring

Extrinsic value (time value) is the portion of an option's price beyond intrinsic value. As expiration approaches, extrinsic value decays.

Key Monitoring Points:

  • 30 days before expiration: Check extrinsic value remaining
  • If extrinsic value drops to $5-10 per contract: Consider buying to close and selling new positions
  • If positions move in-the-money: Evaluate rolling to avoid assignment (if desired)

Rolling vs. Assignment Decisions

With 47 days until expiration, you have three potential outcomes:

Scenario 1: Stock Stays Between $37.50 and $45
Both options expire worthless. You keep all $648 premium and can immediately sell new positions.
Scenario 2: Stock Above $45
Covered calls are in-the-money. You can either:
  • Accept assignment and sell your 500 shares at $45 (locking in profit)
  • Roll the calls up and out to avoid assignment and collect more premium
Scenario 3: Stock Below $37.50
Cash-secured put is in-the-money. You can either:
  • Accept assignment and buy 100 more shares at $37.50 (averaging down)
  • Roll the put down and out to collect more premium and potentially avoid assignment

The Advantage of Minimal Monitoring

With 47 days of runway, you don't need to check these positions daily. A reasonable monitoring schedule:

  • Weeks 1-3: Check once per week (optional)
  • Weeks 4-5: Check twice per week
  • Final week: Monitor more closely for assignment risk and rolling opportunities

This schedule frees up significant time compared to weekly options, which require attention every 3-5 days.

Key Lessons from Monthly Option Selling

1. Time Flexibility Comes at a Premium Cost

Monthly options collect less premium per week than weeklies, but they dramatically reduce management time. If you're juggling multiple responsibilities, the reduced weekly premium is often worth the time savings.

2. 45-Day Expirations Offer Optimal Balance

The 45-47 day timeframe provides:

  • Meaningful premium collection ($100+ per contract)
  • Sufficient time buffer before expiration
  • Better premium-per-day efficiency than longer expirations (60-90+ days)
  • Reduced monitoring requirements compared to weeklies

3. Matching Expirations Simplifies Management

Selling both covered calls and cash-secured puts with the same expiration date (June 16th in this example) creates a single management date. You'll evaluate both positions simultaneously rather than juggling staggered expirations.

4. Strike Selection Differs for Monthly Positions

With monthly options, you may need to:

  • Accept wider strike increments ($5 apart instead of $0.50 or $1)
  • Go further out-of-the-money to find available strikes
  • Prioritize expiration alignment over perfect strike placement

5. Your Shares Continue Working Even When You're Busy

The most important takeaway: monthly options let you generate income from your shares even when life demands your attention elsewhere. Your $22,200 position continues producing cash flow without requiring daily management.

Bottom Line: Option selling isn't all-or-nothing. You can adjust your strategy based on time availability. Weekly options maximize premium collection when you have time to monitor. Monthly options maintain income generation when you don't. The key is keeping your shares productive regardless of your schedule.

How MyATMM Simplifies Monthly and Weekly Option Tracking

Whether you're running weekly options or monthly positions, accurate cost basis tracking is essential for selecting appropriate strike prices and evaluating your overall profitability.

MyATMM handles the complex calculations automatically:

  • Cost Basis Tracking: Instantly see your cost basis with and without premium collected
  • Assignment Management: Log put assignments and call assignments with automatic cost basis adjustments
  • Premium Collection History: View monthly and annual premium totals to track income generation
  • Position Overview: See all active covered calls and cash-secured puts in one dashboard
  • ROI Calculations: Understand your return on investment across your entire portfolio

When you're switching between weekly and monthly strategies, MyATMM maintains accurate records regardless of your expiration timeline. You'll always know your true cost basis, total premium collected, and net position—critical information for making informed trading decisions.

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Risk Disclaimer

Options trading involves significant risk and is not suitable for all investors. Selling covered calls caps your upside potential, and selling cash-secured puts requires sufficient capital to purchase shares if assigned. Past performance does not guarantee future results. The examples in this article are for educational purposes only and should not be considered financial advice. Market conditions change, and strategies that worked historically may not work in the future. Always consult with a qualified financial advisor before implementing any options strategy. Never trade with money you cannot afford to lose.

Original Content by MyATMM Research Team | Published: May 1, 2023 | Educational Use Only