[Review] The Options Wheel Strategy (Freeman Publications) Summarized

[Review] The Options Wheel Strategy (Freeman Publications) Summarized
9natree
[Review] The Options Wheel Strategy (Freeman Publications) Summarized

Jan 18 2026 | 00:08:57

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Episode January 18, 2026 00:08:57

Show Notes

The Options Wheel Strategy (Freeman Publications)

- Amazon USA Store: https://www.amazon.com/dp/B095J536ZR?tag=9natree-20
- Amazon Worldwide Store: https://global.buys.trade/The-Options-Wheel-Strategy-Freeman-Publications.html

- Apple Books: https://books.apple.com/us/audiobook/bigger-leaner-stronger-the-simple-science-of/id1677629249?itsct=books_box_link&itscg=30200&ls=1&at=1001l3bAw&ct=9natree

- eBay: https://www.ebay.com/sch/i.html?_nkw=The+Options+Wheel+Strategy+Freeman+Publications+&mkcid=1&mkrid=711-53200-19255-0&siteid=0&campid=5339060787&customid=9natree&toolid=10001&mkevt=1

- Read more: https://mybook.top/read/B095J536ZR/

#optionswheelstrategy #cashsecuredputs #coveredcalls #optionsincome #beginneroptionstrading #TheOptionsWheelStrategy

These are takeaways from this book.

Firstly, Understanding the Wheel: A Stock Ownership Plan Disguised as an Options Strategy, A central theme of the book is that the wheel is not a magic options trick but a structured way to enter and exit stock positions while collecting premium along the way. The first phase sells a cash secured put, meaning the trader holds enough cash to buy 100 shares per contract if assigned. This frames the trade as a limit order with compensation: you get paid upfront, and if the stock drops below the strike at expiration you may buy shares at an effective discount based on the premium received. The second phase begins after assignment: once shares are owned, the trader sells covered calls, which generates income and sets a potential sale price if the stock rises above the call strike. The wheel then repeats when shares are called away, returning the trader to cash and ready to sell puts again. The book typically emphasizes why this works best on liquid, quality stocks or ETFs the trader would not mind holding. It also clarifies the trade-off: premium is earned by giving up some upside and accepting downside exposure similar to stock ownership. This perspective helps readers avoid treating the wheel like a guaranteed income machine and instead manage it as a rules-based investment process.

Secondly, Choosing the Right Underlying: Liquidity, Volatility, and Willingness to Hold, Successful wheel execution depends heavily on selecting appropriate underlyings, and the book highlights practical filters that matter more than clever option tricks. Liquidity is crucial because tight bid-ask spreads and strong volume reduce hidden transaction costs and improve fills when entering, adjusting, or closing positions. The discussion typically encourages focusing on widely traded names where option chains are robust across multiple expirations and strikes. Volatility is treated as both opportunity and danger: higher implied volatility generally produces richer premiums, but it often appears in riskier environments where sharp price moves and assignment are more likely. The book encourages readers to think in terms of being paid for risk rather than chasing premium alone. Another key criterion is willingness to hold shares, since assignment is not a failure but a normal outcome. If a trader chooses a stock they would not want to own through a downturn, the strategy can quickly become stressful and lead to poor decisions. The book also underscores the importance of position sizing and diversification so that one assignment does not dominate the portfolio. By framing underlying selection around business quality, chart structure, and options market liquidity, readers learn to align the wheel with long-term portfolio durability.

Thirdly, Cash Secured Puts: Entry Tactics, Strike Selection, and Assignment Management, The cash secured put portion of the wheel is presented as a disciplined method for generating income while targeting a desirable entry price. The book generally breaks down the decision points: selecting expiration, choosing a strike, and deciding whether to let the option expire, buy it back, or roll it. Expiration choice is linked to balancing time decay against exposure; shorter durations can allow frequent premium collection but increase management effort, while longer durations may collect more premium per trade but tie up capital. Strike selection is described as a risk dial: farther out-of-the-money strikes tend to offer lower premium but a lower probability of assignment, while closer strikes increase premium and assignment odds. The book also explains how premium affects cost basis, turning the put sale into an effective purchase price if shares are assigned. Assignment management is framed as planning rather than reacting, including having cash reserved, knowing the intended next step after assignment, and avoiding panic if the stock moves against the position. Readers are usually encouraged to consider closing early to lock in a large portion of the premium, especially if the option value decays quickly, and to be cautious with rolling because it can extend risk exposure. The overall goal is repeatability, not perfection on any single trade.

Fourthly, Covered Calls: Income Generation, Exit Planning, and Handling Upside Risk, After assignment, the covered call phase is positioned as a way to continue generating cash flow while setting an exit target. The book explains that a covered call is effectively a contract to sell shares at the strike price, and the premium received provides immediate income that can lower the share cost basis further. Strike selection becomes a balance between maximizing premium and leaving room for appreciation. A lower strike can produce higher premium but increases the chance the shares are called away, potentially capping gains if the stock rallies. A higher strike offers more upside participation but less income. Expiration choice again influences management frequency and sensitivity to price changes. The book typically discusses practical outcomes: if the stock stays below the strike, the trader keeps the premium and can sell another call; if the stock rises above the strike, the shares may be called away, locking in gains up to the strike plus premium. Upside risk is reframed as opportunity cost rather than loss, but the book acknowledges that missing a strong rally can feel painful. It encourages readers to define goals in advance, such as prioritizing consistent income over maximum upside, and to avoid emotional adjustments that undermine the strategy. By treating covered calls as both an income tool and an exit plan, the wheel becomes a coherent cycle rather than disconnected trades.

Lastly, Risk Control and Realistic Expectations: Drawdowns, Market Regimes, and Process Discipline, A major topic is managing expectations and risk, because the wheel can appear deceptively safe when markets are calm. The book emphasizes that downside risk remains substantial: selling puts and owning shares through assignment exposes the trader to stock declines, and premium income may not offset large drawdowns. This leads to guidance on choosing stable underlyings, limiting concentration, and keeping adequate cash so assignments do not force selling other assets at bad times. The strategy is also sensitive to market regimes. In sideways or gently rising markets, repeated premium collection can be attractive, while sharp bear markets can create a sequence of assignments and falling share values. In fast bull markets, covered calls can cap upside, causing underperformance versus simply holding the stock. The book typically suggests rules to protect consistency, such as defined entry criteria, preplanned strikes, and clear decisions for closing, rolling, or accepting assignment. It also highlights the importance of tracking results properly, separating option income from total portfolio performance, and accounting for commissions and taxes where applicable. By stressing process discipline, the book aims to keep beginners from over-leveraging, chasing high volatility premium, or treating assignment as a mistake. The wheel is framed as a conservative, repeatable approach when applied to suitable assets with measured position sizing.

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