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Laddering Covered Call Strikes Defensively – August 24, 2026
In challenging market environments, conservative investors should consider defensively structured covered call trades. This translates into implementing in-the-money (ITM) strikes. For those of us trading multiple contracts per position,...
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Can We Roll-Up 2x With a 4-Day Cash-Secured Put Trade? – August 17, 2026
When we sell cash-secured puts, we are generating cash flow and creating opportunities to purchase shares at a discount. Those are the 2 possible outcomes. Now, we can lose money...
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Ultra-Defensive Covered Call Writing – August 10, 2026
In March of 2026, during the US – Iran War, I was favoring deep in-the-money (ITM) covered call strikes and deep out-of-the-money (OTM) cash-secured put strikes. This allowed me...
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The Option Greeks Meet Portfolio Overwriting
Portfolio overwriting is a form of covered call writing where share retention is an additional requirement for the strategy goals. The option Greeks are financial metrics that measure the risk and pricing...
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The PCP (put-call-put or “wheel”) Strategy with Solaris Energy
Combining covered call writing and selling cash-secured puts into one multi-tiered option-selling strategy is known as the Put-Call-Put (PCP) or “Wheel” strategy. In this article, a 68-day series of such...
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The Poor Man’s Covered Call (PMCC) Strategy: A Real-Life Example
The Poor Man’s Covered Call (PMCC) is a covered call writing-like strategy where deep in-the-money LEAPS options (1–2-year expirations) are purchased and short-term out-of-the-calls are sold against the long calls. It...
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Rolling-Up 4 Cash-Secured Put Contracts: Debunking an Option Myth – July 13, 2026
It is not true that the maximum profit we can generate with a cash-secured put trade is the original put premium. Blue Collar Investors have an arsenal of exit strategies that...
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Managing Multiple Put Trades with Multiple Expirations Using the Trade Management Calculator – July 4, 2026
Calculating initial returns for our covered call writing & cash-secured put trades is intuitive and straightforward. For puts, we divide the premium by the difference between the put strike...
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Shorter-Dated Options Generate the Highest Annualized Returns – June 29, 2026
When selling cash-secured puts (or covered calls), large dollar premiums are enticing. Is a $17.00 premium better than an $11.00 premium? How about is a $20.00 premium better than that $17.00...
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From In-The-Money (ITM) to Out-Of-The-Money (OTM) Covered Calls: Mitigating Losing Trades – June 22, 2026
Selling ITM covered calls is a defensive approach to the strategy; selling OTM covered calls is a more traditional or aggressive perspective. In this article, a series of trades...
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