Founder Playbook

How to Read Hard Books: A Practical Approach

By Bill Rice
How to Read Hard Books: A Practical Approach

Readingdense, complex bookscan feel overwhelming, buthaving the right strategy can make the process easier, more engaging, and even enjoyable.Instead of avoiding challenging reads, you canbreak them down, use helpful tools, and stay engaged throughout the process.

The key to success isn’t just pushing through difficult passages—it’sapproaching them with a plan.In this article, I’ll share mystep-by-step approachto tackling hard books, frombalancing your reading list to using ChatGPT as a reading assistant.

Are you wondering how to read hard books?Schedule a Discovery Callto explore reading comprehension strategies for better retention.

Step 1: Structure Your Reading Stack for Balance

The first step in tackling difficult books isorganizing your reading listto keep you engaged. If you only readdense material, you mightburn out quickly. Instead, mixfiction and nonfictionso you can switch betweenheavy and lighter readswhen needed.

Here’s how to structure your reading stack:

  • Fiction booksprovide entertainment but still require focus.
  • Nonfiction booksfeed curiosity and supportprofessional growth.
  • Some books requiredeep reading, while others can besurvey reads, where you skim for key takeaways.

You can maintain steady progress without feeling stuck by alternating between books based on yourenergylevel and focus. If you often abandon books halfway through,try balancing heavier and lighter readsto stay motivated.

Step 2: Using ChatGPT for Reading and Learning

In the past, readers relied onCliffsNotes or SparkNotesto prepare for difficult books. Today, usingChatGPT for reading and learningis a more popular solution.

Before starting a complex book,ask ChatGPT to summarize the context, main themes, and key characters.This helps you:

  • Understand the setting and background(especially useful for historical or technical books).
  • Identify key characters and termsthat might be difficult to track.
  • Clarify complex conceptsbefore you encounter them in the book.

For example,Tinker, Tailor, Soldier, Spyby John le Carré throws readers into aCold War intelligence worldwith little explanation.ChatGPT helped me:

  • Understand terms like“Control”(a character, not just a concept).
  • Recognize that“The Circus”refers toBritish intelligence headquarters.
  • Clarify that“the competition”refers toMI5 vs. MI6.

Having thispre-reading knowledgemade the bookeasier to follow and more enjoyable.

Before starting a tough book,use ChatGPT to gather background information—it can make a huge difference.

Step 3: Take Notes and Annotate

Difficult books requireactive engagement. Taking notes while reading helps you trackimportant details, themes, and insights.

Three Effective Note-Taking Methods:

  1. Write in the Book– If you’re comfortable with annotations, mark key passages, jot down thoughts, and circle unfamiliar terms.
  2. Use a Reading Journal– If you prefer not to mark books, keep anotebookto track characters, plot points, and insights.
  3. Keep a Note Card Inside the Book– Jot downcharacter relationships, recurring themes, or complex termsfor quick reference.

Write down key details toavoid flipping back through pagestrying to recall information, keeping your readingfocused and frustration-free.

Step 4: Use ChatGPT While Reading

One of the best ways to enhancereading comprehensionis touse ChatGPT as a live reading companion.

Here’s how:

  • Ask it to clarify terms or characters.If you encounter an unfamiliar term, ask ChatGPT for a spoiler-free explanation.
  • Summarize difficult passages.If a section is confusing, copy part of it into ChatGPT and ask for asimplified breakdown.
  • Discuss themes and ideas.Treat ChatGPT like a book club partner toreflect on key insights.

For example, while readingTinker, Tailor, Soldier, Spy, I came across the phrase“the competition.”Le Carré never explains it outright, so I asked ChatGPT. It clarified that“the competition”refers toMI5, British domestic intelligence,which had tensions withMI6, the foreign intelligence service.

These small clarificationsgreatly improve comprehension.

If you struggle withunderstanding complex books,keep ChatGPT open while readingto ask questions in real time.

Read More:How to Learn Faster and Apply Knowledge More Effectively

Step 5: Define Your Reading Objective

Not every book should be read the same way. Before starting a book,define your purpose for reading it.

Ask yourself:

  • Am I reading for entertainment?→ Relax and enjoy the story without overanalyzing.
  • Am I reading to learn something specific?→ Take notes, highlight key sections, and engage with the material.
  • Is this book relevant to my work or personal growth?→ Focus on extracting key insights instead of reading every word.

This first principles approach to reading helps you decide whether to:

  • Read it cover to cover.
  • Skim through sections strategically.
  • Focus on specific takeaways.

For example, if I’m reading aclassic novel for fun, Ilet myself enjoy itwithout stressing over every detail. But if I’m reading abusiness or history book, Itake notesandsummarize key pointsto retain important insights.

This approach allows me toread more efficientlywhile still absorbing valuable knowledge.

Step 6: Make Hard Books Easier with a Smart Approach

Readingdifficult booksdoesn’t have to be intimidating.Structuring your reading list, using tools like ChatGPT, and taking active notescan make even the most complex bookseasier to understand and more enjoyable.

Key Takeaways:

  • Balance your reading listto stay motivated.
  • Use ChatGPT for pre-readingto gather context.
  • Take notes activelyto track key details.
  • Use ChatGPT while readingfor quick clarifications.
  • Define your reading objectiveto approach each book effectively.

Try these reading comprehension strategies on a book you’ve been struggling to finish.With the right approach, you’ll be surprised at how much easier and more engaging the reading process becomes.

Additional Resources

→ My Lead Generation Reading List

$100M Offers by Alex Hormozi$100M Leads by Alex HormoziExpert Secrets by Russell BrunsonThe Art and Business of Writing by Nicolas ColeFounder Brand by Dave Gerhardt

Predictable Revenue by Aaron Ross & Marylou Tyler

The Challenger Sale by Matthew Dixon & Brent Adamson→ My Sales & Marketing Stack

Notion (Productivity)

Close (My CRM)

Kit (Email Marketing)

Apollo (Listbuilding)

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