Most people don't avoid the classics because they're boring. They avoid them because they tried once, alone, and it went badly. Here's what actually works — I've been running a classics book club for a few weeks now and this is the advice I keep repeating. 1️⃣ Pick short over famous. Everyone starts with War and Peace and quits. Start with something you can finish in two weeks. Meditations is 130 pages with no plot to follow. The Art of War has chapters you can read in a minute. A 130-page win beats a 700-page guilt trip, and momentum matters more than prestige. 2️⃣ Get a modern translation. This is the one nobody tells you and it matters enormously. The free version you'll find online is almost always a Victorian translation from the 1800s that reads like a legal document. People read it, feel stupid, and conclude they hate the book. They don't hate the book — they hate a 160-year-old translation. Spend the $10. 3️⃣ Read the context first, not the footnotes. Five minutes on who wrote this, when, and why will do more than an hour of annotations. Knowing that Meditations was a private journal the emperor never meant anyone to read changes every single page of it. Don't decode every line. Skim the parts that don't land. Great writers repeat their important ideas five different ways — you'll catch the next version. You're not being tested. 4️⃣ Read it with someone. This is the real one. A deadline and a few other people is the difference between a book you finished and a book on your shelf. It's why book clubs have existed for two hundred years. That last one is why I started The Canon Club — one classic a month, read together, with a guide up front so the old language stops being the barrier. It's free to join and we're mid-way through Meditations right now. But honestly, even if you never join anything: pick a short one, get a good translation, and find one person to read it with. That's the whole method.