8 Options Books for Beginners That Build Strong Foundations

Discover 8 beginner-friendly Options Books authored by Preston Dennis, Winning Finance Publications, and other authorities to help you start trading with confidence.

Updated on June 27, 2025
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Every expert in Options started exactly where you are now: curious, cautious, and eager to learn. Options trading can feel complex, but its accessibility grows when you build your knowledge step-by-step. These books aim to unfold the layers of Options in a way that respects your pace while equipping you with practical insights.

These carefully selected books come from authors with real experience and deep understanding—from seasoned traders like Dennis Preston to groups such as Winning Finance Publications. Their works have guided countless beginners through the fundamentals and into confident trading, blending theory with actionable strategies.

While these beginner-friendly books provide excellent foundations for your journey, you might also consider creating a personalized Options book tailored exactly to your learning style, background, and goals—helping you navigate Options trading on your terms, without overwhelm.

Best for mastering diverse strategies
Brian Overby is TradeKing's Senior Options Analyst with a financial career starting in 1992. He’s taught thousands worldwide and contributed insights to Bloomberg, CNBC, and The Wall Street Journal. His expertise shapes this book’s beginner-friendly approach, breaking down complex option strategies into easy-to-understand plays. With experience from roles at Charles Schwab and the Chicago Board Options Exchange, Overby offers you a structured path to mastering option trading with clarity and confidence.
2024·294 pages·Options, Derivatives, Option Strategies, Risk Management, Market Conditions

The Options Playbook transforms complex option trading into a clear, approachable guide tailored for newcomers and experienced investors alike. Brian Overby draws from decades of market experience and teaching, breaking down over 40 option strategies into digestible "plays" complete with setups, goals, and suitability for market conditions and trader skill levels. You’ll find practical sections like the "Rookie’s Corner" that simplify foundational concepts and expanded discussions on Greeks to refine your approach. Whether you’re learning basic calls and spreads or exploring multi-leg strategies, this book equips you with actionable knowledge without overwhelming jargon — ideal if you want to build confidence navigating options.

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Best for building practical skills
Winning Finance Publications is a group of experienced investors dedicated to educating beginners in options trading, providing practical strategies and insights to enhance trading skills. Their collective expertise shines through in this book, which was written specifically to open the world of options trading to those with zero prior knowledge. Their approachable style and focus on foundational concepts make this an inviting starting point for anyone eager to explore options trading and start building real skills.
2023·162 pages·Options, Options Trading, Risk Management, Income Strategies, Premium Collection

The authors, a collective of seasoned investors known as Winning Finance Publications, crafted this book to demystify options trading for newcomers. Within its chapters, you’ll learn how options can significantly boost your trading returns by over 500%, with clear explanations of essential strategies like premium collection, risk management, and reading market indicators including the Greeks. The book breaks down complex concepts into accessible lessons, covering how to execute various options trades and integrate them into your portfolio to protect against downturns. If you’re stepping into options trading without prior experience, this book serves as a practical guide to build confidence and skill without overwhelming jargon.

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Best for custom learning paths
This AI-created book on Options trading is tailored to your skill level and learning goals. It’s designed to introduce you to Options in a way that fits your background, focusing on the fundamentals without overwhelming you. By sharing your experience and interests, you receive a book that guides you through each concept at a comfortable pace. This personalized approach helps you build confidence step-by-step while covering the core ideas essential to Options mastery.
2025·50-300 pages·Options, Options Basics, Trading Mechanics, Risk Assessment, Strategy Building

This personalized book explores the essentials of Options trading, tailored specifically to your background and goals. It introduces foundational concepts progressively, ensuring a comfortable learning pace that matches your experience level. The tailored content focuses on building confidence by breaking down complex topics into clear, manageable sections, reducing overwhelm and making the learning journey engaging and accessible. You’ll explore key Options principles, trading mechanics, and practical examples designed to fit your unique interests. This approach helps you grasp Options trading fundamentals effectively, allowing you to develop a strong base before advancing to more intricate strategies. By addressing your specific goals, this book creates a focused and rewarding learning experience.

Tailored Guide
Confidence Building
1,000+ Happy Readers
Julia Spina brings a rare combination of physics expertise and financial education to this guide. As a tastytrade research team member and podcast co-host, she translates complex quantitative finance topics into lessons accessible to beginners. Her background in engineering physics and applied mathematics gives her a strong foundation to explain options trading beyond surface-level tactics, making this book a solid resource for anyone ready to understand options trading with clarity and depth.
The Unlucky Investor's Guide to Options Trading book cover

by Julia Spina, Tom Sosnoff··You?

2022·224 pages·Options, Investment, Risk Management, Strategy, Data Analysis

What started as Julia Spina's quest to demystify options trading has become a guide designed for those wary of luck-driven speculation. Drawing on her physics and quantitative background, Julia breaks down options into understandable components, emphasizing risk management and strategic thinking over guesswork. You’ll learn how to interpret historical data and statistics to build intuition about options risks and rewards, progressing from foundational concepts to more advanced portfolio strategies. This book suits investors who want a clear, methodical approach to options without getting lost in jargon or hype.

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Best for comprehensive beginners
Carter Herrold is a seasoned expert in options trading, dedicated to simplifying complex financial concepts for beginners. His approachable teaching style and practical insights make this seven-in-one guide a valuable starting point for anyone looking to enter the world of options trading without prior experience. Herrold wrote this book to empower individuals to take control of their investments through clear, digestible instruction and real-world examples.
2023·179 pages·Options, Investment, Trading Strategies, Risk Management, Call Options

Carter Herrold is a seasoned expert in options trading who aims to demystify this complex financial field for newcomers. In this seven-in-one guide, you learn foundational concepts like call and put options alongside strategies designed to help you capitalize on market movements while managing risk effectively. Chapters break down jargon into accessible language, offering practical insights from Herrold's own trading experience, including how to protect portfolios from volatility and an introduction to Forex trading to diversify your approach. This book suits anyone ready to start trading options without prior knowledge and who appreciates clear, stepwise guidance rather than abstract theory.

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Best for income-focused investors
Freeman Publications, started by a frustrated investor, aims to empower individuals to achieve financial freedom through intelligent long-term investing. Their approachable style breaks down complex options strategies into understandable steps, making it accessible for those new to investing but eager to amplify their returns. This book reflects their mission to demystify the Wheel Strategy and help you put it to work in your brokerage account with confidence.
2021·154 pages·Options, Investment, Strategy, Income Generation, Cash Secured Puts

Freeman Publications, born from the frustrations of an everyday investor, offers a down-to-earth guide that strips away the intimidation of options trading. This book dives into the Wheel Strategy, showing you how to generate steady income through cash secured puts and covered calls—techniques often reserved for seasoned traders. You'll find practical insights like selecting the right stocks, managing risk with implied volatility, and understanding key metrics such as delta and VIX levels. Ideal if you want to boost your portfolio with a methodical approach that doesn't demand deep prior knowledge but rewards disciplined execution.

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Best for steady income plans
This custom AI book on options income is created based on your beginner-level background and specific income goals. It focuses on removing complexity by tailoring the learning experience to your preferred pace and topics, ensuring you grasp essential concepts comfortably. With AI crafting content aligned to your skill level, you gain a clear, personalized roadmap for exploring income strategies through options trading. This approach helps you build knowledge progressively without feeling overwhelmed, setting you up for steady, confident progress.
2025·50-300 pages·Options, Options Basics, Income Strategies, Risk Management, Trade Execution

This tailored book explores practical income-generating options strategies designed specifically for beginners. It presents a progressive introduction that matches your background and skill level, allowing you to build confidence through a personalized learning pace. The content focuses on foundational concepts, carefully selected to remove overwhelm and make complex ideas approachable. By addressing your specific goals and interests, this book offers a clear pathway to understanding how options can become a steady income source. With a tailored focus on your needs, it reveals key techniques and examines essential tactics to help you start your options trading journey comfortably and effectively.

Tailored Guide
Income Optimization
1,000+ Happy Readers
Best for binary options newcomers
Dennis Preston is a bestselling author and day trader specializing in the currencies and forex market. As founder of JH Options, he combines deep market knowledge with a knack for teaching beginners, making his insights accessible to those new to binary options. His approachable style and practical focus on daily trading strategies make this book a valuable guide for anyone looking to start trading with confidence.
2016·152 pages·Options, Binary Options, Trading Strategies, Risk Management, Forex Trading

Drawing from his experience as a day trader focused on currencies and forex, Dennis Preston breaks down his approach to binary options trading with clear, accessible language. You learn his precise daily strategies, including how he analyzes markets and chooses when to buy calls or puts, making the book particularly useful for newcomers who want a straightforward entry point. Chapters detail his personal trading routines and risk management techniques, offering practical insight without overwhelming jargon. If you’re seeking to understand binary options trading from someone who has built a real track record, this book lays out the essential steps and mindset. It’s best suited for those ready to move beyond theory into applied strategy, though seasoned traders may find the content more foundational than advanced.

Bestseller in Options Category
#1 New Release in Options Category
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Best for foundational understanding
Woodley Funtanilla is an avid learner and enthusiast in both technology and finance. His curiosity drives him to explore emerging trends, which he channels into teaching accessible financial concepts. This book reflects his talent for explaining options trading in simple terms, making complex ideas approachable and understandable for newcomers eager to grasp essential skills and start their trading journey.
2023·155 pages·Options, Investment, Trading, Options Trading, Financial Education

Unlike most options books that dive straight into complex strategies, Woodley Funtanilla’s guide breaks down the basics with surprising clarity, making it accessible even if you’re new to trading. You’ll learn how call and put options differ, the history behind options trading, and, importantly, how to think like an options trader to make informed decisions. Chapters use relatable analogies to demystify jargon and theories, so you can build confidence step-by-step. If you want a practical introduction that prepares you to start trading without feeling overwhelmed, this book fits the bill—though seasoned traders seeking advanced tactics might find it less challenging.

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Best for simple, steady strategies
Heather Cullen wrote In The Money drawing on her 25 years of stock market experience, including many costly mistakes and hard lessons learned. Balancing a demanding IT career while trading nights and weekends, she ultimately discovered a reliable options strategy that transformed her investing results and allowed her to leave her day job. Her approachable writing shares this ITM method, designed to be simple and accessible for beginners, guiding you toward building wealth with less stress and complexity.
2021·291 pages·Options, Investment, Trading Strategies, Risk Management, Market Timing

While working as an IT Director, Heather Cullen noticed that despite years of hard work and learning, traditional stock picking didn't bring her the financial freedom she sought. After 25 years of trial, error, and countless market mistakes, she developed the In The Money (ITM) options strategy, which has outperformed the market tenfold over three decades. You’ll learn how to use this straightforward approach that limits losses and maximizes gains without borrowing or risking margin calls, all explained in a way accessible even if you’ve never traded options before. This book is suited for anyone wanting a simple, time-efficient way to invest with options, especially beginners seeking to beat the market without complex jargon or overwhelming detail.

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Beginner-Friendly Options Learning, Tailored

Build confidence with personalized Options guidance without overwhelm.

Clear foundational concepts
Stepwise skill-building
Practical trading strategies

Many successful traders started with these same foundations

Options Mastery Blueprint
Income Strategy Formula
Options Launch System
Confident Trader Code

Conclusion

These 8 books collectively highlight three key themes: clear, approachable explanations; practical, real-world strategies; and gradual skill-building designed for newcomers. If you're completely new, starting with foundational guides like "Options Trading Simplified For Beginners" or "CALL or PUT" can ground your understanding. For a step-by-step progression, books like "The Options Playbook" and "Winning With Options Trading" deepen your strategic toolkit.

If steady income through options intrigues you, "The Options Wheel Strategy" offers a focused approach, while "In The Money" shares a simple, time-efficient method for steady gains.

Alternatively, you can create a personalized Options book that fits your exact needs, interests, and goals, crafting a learning path uniquely yours. Remember, building a strong foundation early sets you up for success in the dynamic world of Options trading.

Frequently Asked Questions

I'm overwhelmed by choice – which book should I start with?

Starting with "Options Trading Simplified For Beginners" is a great choice. It breaks down basics clearly, easing you into Options without jargon. Once comfortable, you can explore more detailed strategies in books like "The Options Playbook."

Are these books too advanced for someone new to Options?

No, every book here is chosen for accessibility. They assume little prior knowledge and build concepts progressively, making them well-suited for newcomers eager to learn at a comfortable pace.

What's the best order to read these books?

Begin with foundational titles such as "CALL or PUT" or "Options Trading Simplified For Beginners" to grasp basics. Then move to strategy-focused books like "Winning With Options Trading" and "The Options Playbook" for practical application.

Should I start with the newest book or a classic?

Focus on clarity and approach rather than publication date. Newer books like "Winning With Options Trading" offer updated insights, but classics like "The Options Playbook" remain invaluable for timeless strategies.

Do I really need any background knowledge before starting?

No background is required. These books are designed to introduce you to Options from the ground up, explaining terms and ideas so you can build confidence step by step.

Can I get a book tailored to my specific learning pace and goals?

Yes! While these expert books provide excellent foundations, a personalized Options book can complement them by matching your unique experience and goals. You can create your own customized Options book here.

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