Getting Paid to Buy Stocks: The Strategic Advantage of Cash-Secured Puts
What if you could get paid over $124 to commit to buying a stock you already planned to
purchase anyway? That's exactly what cash-secured puts allow you to do—and the benefits
extend far beyond just collecting premium.
When you're holding shares with a high cost basis and the stock price has declined
significantly, traditional covered call premiums become minimal or even impractical.
You're stuck targeting strike prices above your original purchase price just to break
even, which often means accepting tiny premiums that barely make the strategy
worthwhile.
This article demonstrates a powerful solution: using cash-secured puts to strategically
acquire additional shares at a lower price point while collecting upfront premium. The
result? You lower your overall cost basis, which enables you to target more profitable
covered call strike prices going forward—all while getting paid to do it.
Key Insight: By selling cash-secured puts at strike prices below the
current market price, you're essentially committing to buy shares at a discount—and
getting paid premium immediately for making that commitment. This dual benefit creates
opportunities even when your existing position is underwater.
The Challenge: High Cost Basis Limits Covered Call Options
Many option sellers encounter a common and frustrating scenario: you buy shares of a
stock, the price subsequently drops significantly, and suddenly your profitable covered
call strategy becomes nearly impossible to execute effectively.
Understanding the Cost Basis Dilemma
Consider this real-world example with CLOV (Clover Health):
-
Current position: 400 shares owned at $2.01 cost basis (without
premium)
- Current stock price: $1.09 per share
- Cost basis with premium: $1.77 per share
-
Problem: To avoid realizing losses, covered calls must be sold at
$2.00 strike or higher
When you're forced to target strike prices significantly above the current market price,
two problems emerge:
-
Minimal premium collection: Far out-of-the-money covered calls
offer very little premium because the probability of assignment is low
-
Opportunity cost: Your capital is tied up in shares generating
minimal income, when those same dollars could be working harder elsewhere
Why This Matters for Cash Flow Investors
If you're investing specifically for cash flow and income generation through options,
having positions that can't generate meaningful premium defeats the entire purpose. The
stock may eventually recover, but in the meantime, you're missing out on weeks or months
of potential income.
Real Position Analysis
Existing CLOV Position:
- 400 shares owned at $2.01 cost basis = $804 total investment
- Current value at $1.09 = $436 (46% decline)
- Unrealized loss: $368
- To break even: Stock must rise 84% back to $2.01
Covered Call Challenge: With stock at $1.09, selling calls at $2.00
strike generates minimal premium because it's so far out-of-the-money.
The Core Problem: Your cost basis determines your minimum covered call
strike price if you want to keep your collected premiums. The higher your cost basis
relative to the current stock price, the less premium you can collect.
The Solution: Strategic Cost Basis Reduction Through Cash-Secured Puts
Instead of simply buying more shares at the current market price to average down,
there's a more profitable approach: sell cash-secured puts and get paid to commit to
buying those shares.
The Trade Strategy Breakdown
Here's how the actual CLOV trade was structured:
- Action: Sold 3 cash-secured put contracts
- Strike price: $1.50
- Expiration: 2 days (Friday)
-
Premium collected: $0.42 per share × 300 shares = $126 (actual
credit received: $124.01 after fees)
- Current stock price: $1.09
Why This Trade Makes Strategic Sense
Let's analyze the logic behind this specific trade structure:
1. Comparison to Direct Purchase
If you bought 300 shares at the current price of $1.09, you would pay $327 and your
effective cost basis would be exactly $1.09 per share. But by selling puts at the $1.50
strike and collecting $0.42 premium:
- Obligation to buy at: $1.50 per share = $450 total
- Premium received: $124
- Net effective cost: $450 - $124 = $326 for 300 shares
-
Effective cost per share: $1.08 (nearly identical to buying at
$1.09 today)
2. Immediate Income Generation
You receive the $124 premium immediately when you sell the put contracts. This is real
cash in your account today, regardless of what happens with the stock price over the
next two days.
3. Multiple Positive Outcomes
This trade setup creates favorable results across different scenarios:
Scenario Analysis: Possible Outcomes
Scenario A: Stock Stays Below $1.50 (Most Likely)
- Result: Assigned 300 shares at $1.50 strike
- You've lowered your cost basis as planned
- Collected $124 premium immediately
- Net effective purchase price: $1.08 per share
Scenario B: Stock Rises Above $1.50 (Unlikely in 2 Days)
- Result: Puts expire worthless, you keep $124 premium
- You don't get assigned, but you profited anyway
- Your existing 400 shares are now worth more
- You can sell new cash-secured puts and repeat the strategy
Scenario C: Stock Rises to $1.25 (Partial Gain)
- Result: Still assigned at $1.50, but stock is trending up
- You bought shares at $1.50 when market price is $1.25
- But you still collected $124 premium
- Overall cost basis still significantly reduced
Strategic Advantage: You're essentially buying shares at today's price
level ($1.08 effective cost) while setting the strike at $1.50—which gives you
flexibility to potentially avoid assignment if the stock rallies strongly, yet still
collect the full premium.
The Cost Basis Transformation: Before and After Analysis
Understanding exactly how this trade impacts your overall position metrics is crucial
for appreciating the strategy's power.
Position Metrics Before the Trade
- Shares owned: 400 shares
- Cost basis (without premium): $2.01 per share
- Cost basis (with premium): $1.77 per share
-
Active put contracts: 200 shares at $1.00 strike (separate
position)
- Total collateral committed: Existing
- Credits received: $92 (from previous trades)
Position Metrics After Adding the New Trade
- Total shares (when assigned): 700 shares
-
Cost basis (without premium): $2.01 per share (existing shares)
- Proposed cost basis (with puts): $1.61 per share
- Cost basis (with all premium): $1.46 per share
-
Active put contracts: 500 shares ($1.00 and $1.50 strikes combined)
- Additional collateral committed: $450
- Total credits received: $216 ($92 + $124)
The Critical Improvement: Covered Call Strike Price Options
This is where the strategy truly shines. By lowering your cost basis from $2.01 to
approximately $1.61 (and $1.46 with premium), you unlock new covered call opportunities:
Covered Call Flexibility Comparison
Before Cost Basis Reduction:
- Must target $2.00 strike to break even
- $2.00 strike is 83% above current price ($1.09)
- Premium at $2.00 strike: minimal (very low probability)
- Limited income generation potential
After Cost Basis Reduction:
- Can target $1.50 strike and still break even
- $1.50 strike is only 38% above current price ($1.09)
- Premium at $1.50 strike: significantly higher than $2.00 strike
- Much greater income generation potential
- Higher probability of collecting premium repeatedly
Why Lower Strike Prices Mean More Premium
Option premium is directly related to the probability of the option finishing
in-the-money at expiration. Strike prices closer to the current stock price have higher
probabilities of assignment, which means sellers can demand higher premiums.
In the CLOV example:
- A $2.00 covered call is far out-of-the-money and offers minimal premium
-
A $1.50 covered call is much closer to the current price and commands substantially
more premium
-
The ability to sell at $1.50 instead of $2.00 could mean 2-3x the weekly premium
income
The Compounding Effect: Not only do you collect $124 today from the
cash-secured puts, but you've also positioned yourself to collect significantly higher
covered call premiums every single week going forward. This is a one-time trade that
improves your income potential indefinitely.
Practical Application: When and How to Use This Strategy
While this strategy is powerful, it's not appropriate for every situation. Here's how to
determine when it makes sense for your portfolio.
Ideal Conditions for This Strategy
1. You Own Shares with High Cost Basis
This strategy is designed specifically for positions where your original purchase price
is significantly above the current market price. The greater the gap between your cost
basis and the current price, the more valuable this approach becomes.
2. Stock Has Declined 30% or More
When stocks have dropped substantially, covered call premiums at your break-even strike
become very thin. This is the perfect time to consider cost basis reduction through
additional share acquisition via puts.
3. You Still Believe in the Long-Term Potential
Only use this strategy on stocks you're genuinely willing to own more of. Don't throw
good money after bad on a stock you've lost confidence in. The goal is to improve a
position you still want to hold, not to average down on a failing investment.
4. Adequate Put Premium Is Available
Look for strike prices that offer substantial premium (ideally 20-30% of the strike
price for near-term expirations). If puts are trading for just pennies, the strategy may
not be worth the commission costs and risk.
Step-by-Step Implementation Guide
Step 1: Analyze Your Current Position
- Document your current share count and cost basis
- Note the current stock price
- Calculate the gap between your cost basis and current price
- Determine your current minimum covered call strike (break-even point)
Step 2: Evaluate Put Option Opportunities
- Review the option chain for near-term expirations (1-7 days typically)
- Identify strike prices between current price and your desired cost basis
- Check the premium available at each strike
- Calculate your effective cost per share (strike - premium)
Step 3: Calculate the Cost Basis Impact
- Determine how many new shares you'd acquire if assigned
- Calculate your new blended cost basis across all shares
- Confirm this new cost basis enables better covered call strike selection
- Verify you have sufficient capital for assignment
Step 4: Execute the Trade
- Sell cash-secured put contracts at your selected strike and expiration
- Ensure you have sufficient cash in your account for assignment
- Document the trade details (premium, strike, expiration)
Step 5: Manage the Outcome
-
If assigned: Update your cost basis records and prepare new covered call positions
- If expired worthless: Keep the premium and consider repeating the strategy
- Track all premium collected in a tool like MyATMM for accurate cost basis
Alternative Scenario: Higher-Priced Stocks
While this example uses CLOV (a low-priced stock), the same principle applies to any
price point:
Example: $50 Stock Scenario
- You own 100 shares at $75 cost basis (now trading at $50)
- Sell 1 cash-secured put at $55 strike for $5.00 premium
- Effective purchase price if assigned: $50.00 ($55 - $5)
- New blended cost basis: $62.50 (instead of $75)
- You can now sell covered calls at $60-65 instead of $75+
Risk Considerations and Trade-Offs
While this strategy offers significant advantages, it's important to understand the
risks and potential downsides before implementing it in your portfolio.
Primary Risks to Consider
1. Continued Stock Decline
The most obvious risk is that the stock continues falling after you're assigned. If CLOV
drops from $1.09 to $0.75, your newly acquired shares at $1.50 effective cost ($1.08
after premium) will show immediate losses.
Mitigation: Only use this strategy on stocks where you have conviction
in the long-term fundamentals. The premium you collect provides some downside cushion,
but it won't fully protect against major declines.
2. Opportunity Cost
By committing additional capital to acquire more shares of a declining stock, you're
unable to deploy that capital elsewhere. If the market rallies but your specific stock
doesn't, you've missed opportunities.
Mitigation: Ensure this position aligns with your overall portfolio
allocation strategy. Don't overconcentrate in a single position just to employ this
technique.
3. Assignment at Unfavorable Prices
You might get assigned at $1.50 while the stock is trading at $1.00, meaning you're
immediately underwater on the new shares—even though your blended cost basis across all
shares improves.
Mitigation: Remember that you collected premium upfront, which offsets
this risk. Also, focus on the overall cost basis improvement, not just the immediate
mark-to-market on the new shares.
4. Missing Strong Rallies
If the stock unexpectedly surges above your strike price before expiration, you don't
get assigned. While you keep the premium, you missed the opportunity to own more shares
at the lower effective cost before the rally.
Mitigation: This is actually a favorable outcome—you keep premium and
your existing shares appreciate. You can always sell new puts after the rally settles.
When This Strategy Doesn't Make Sense
-
Fundamentally broken companies: Don't average down on stocks with
deteriorating business models
-
Bankruptcy risk: If there's material risk of the company failing,
no cost basis reduction will save the position
-
Minimal premium available: If puts are trading for just a few
pennies, commissions may eat up the benefits
-
Portfolio concentration concerns: If you already have too much
exposure to this stock or sector
-
Short-term cash needs: Don't tie up cash in put collateral if you
might need it soon
Conservative Approach: This strategy works best when you were already
planning to buy more shares to average down. The cash-secured puts simply make that
purchase more profitable by collecting premium in the process. Don't use puts to acquire
shares you weren't already willing to own.
Tracking This Strategy with MyATMM
One of the challenges with implementing cost basis reduction strategies is accurately
tracking all the moving parts: original shares, put contracts, assignment costs, and
premiums collected. This is where specialized tracking becomes essential.
Why Accurate Tracking Matters
In the CLOV example, there are multiple components to track:
- 400 existing shares at various purchase prices
- 200 shares in existing put contracts at $1.00 strike
- 300 shares in new put contracts at $1.50 strike
- Previous premiums collected ($92)
- New premium collected ($124)
- Future covered call positions that will be opened
Tracking all these elements in a spreadsheet becomes complex and error-prone. Miss a
single transaction or formula error, and your cost basis calculations become unreliable.
How MyATMM Handles Complex Positions
MyATMM automatically tracks:
-
True cost basis: Blended across all purchase prices and assignments
-
Cost basis with premium: Factoring in all collected credits from
puts and calls
-
Proposed cost basis: Showing what your cost basis will become when
active puts get assigned
-
Collateral requirements: Total capital committed to active put
positions
-
Credits received: Comprehensive premium tracking across all option
types
The platform provides both detailed position views and summary portfolio metrics,
allowing you to see at a glance whether your cost basis reduction strategy is working as
intended.
Proposed Cost Basis Feature: MyATMM shows you what your cost basis will
be if your active put contracts get assigned, helping you make informed decisions about
future covered call strike prices before the assignment actually happens.
Using the Platform for This Strategy
When executing cost basis reduction through cash-secured puts:
-
Before the trade: Review your current cost basis and position
summary
-
Execute the put sale: Sell the cash-secured puts through your
broker
-
Log the transaction: Enter the put sale in MyATMM with strike,
expiration, and premium details
-
Review proposed metrics: Check the proposed cost basis to see your
future position status
-
After assignment: Platform automatically updates your shares and
cost basis
-
Plan covered calls: Use the new lower cost basis to select optimal
strike prices
The platform eliminates manual calculations and ensures every premium dollar is properly
factored into your true cost basis—critical for making profitable trading decisions.
Key Takeaways: Strategic Cost Basis Management
Using cash-secured puts to lower cost basis on existing positions represents a
sophisticated evolution of the standard wheel strategy. Instead of passively holding
shares with an unfavorable cost basis, you proactively improve your position metrics
while collecting immediate premium income.
Core Principles to Remember
-
Get paid to average down: If you're going to buy more shares to
lower cost basis, use cash-secured puts to collect premium while doing it
-
Focus on covered call flexibility: The primary goal isn't just
lowering cost basis—it's enabling more profitable covered call strike prices
-
Premium is immediate income: You receive the credit today,
regardless of assignment outcome
-
Multiple positive outcomes exist: Assignment lowers your cost
basis; expiration leaves you with pure premium profit
-
Only use on quality holdings: Don't average down on fundamentally
flawed investments
-
Track everything accurately: Proper cost basis tracking ensures you
make informed strike price decisions
Practical Implementation Strategy
To successfully implement this approach:
-
Identify positions where your cost basis significantly exceeds current market price
- Confirm you still have long-term conviction in the stock
-
Calculate what cost basis you need to target more attractive covered call strikes
- Sell cash-secured puts at strikes that will achieve that target cost basis
- Collect premium immediately
-
If assigned, begin selling covered calls at the new, more profitable strike prices
- If expired, keep the premium and repeat as needed
This strategy transforms a problematic high-cost-basis position into an
income-generating opportunity. The $124 collected in this CLOV example is just the
beginning—the real value comes from the ability to generate substantially higher covered
call premiums every single week going forward thanks to the improved cost basis.
Long-Term Perspective: A one-time cash-secured put trade that lowers
your cost basis by $0.40 per share might generate 3-5x more weekly covered call premium
for months or years to come. The compounding effect of that increased income far exceeds
the initial premium collected from the puts.
Risk Disclaimer
Options trading involves substantial risk and is not suitable for all
investors.
Selling cash-secured puts obligates you to purchase shares at the strike price
regardless of how far the stock price may fall. Past performance does not guarantee
future results.
This content is for educational purposes only and should not be considered financial
advice. The strategies discussed require adequate capital, risk tolerance, and
understanding of options mechanics. You can lose money trading options, including the
entire premium collected if positions move against you.
Always consult with a qualified financial advisor before implementing any options
trading strategy. Ensure you fully understand the risks, mechanics, tax implications,
and capital requirements before selling cash-secured puts or covered calls.
Track Your Cost Basis Accurately with MyATMM
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premiums, assignments, and cost basis adjustments so you always know exactly where you
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