Is there a book that you want to read but scares you? It’s too long, or too technically demanding, or its subject matter is challenging — is there such a book on your virtual or physical bookshelf?

I have several such books waiting to be read. I also make a point to read several such books each year. They’re nearly always worth the effort.

Goodreads and its annual reading challenge make readers favour short, quick reads, skim reading and light reading. This is not by chance, but this isn’t a post about the failures of Goodreads as a platform. This is a post about reading difficult books, and the point is that if you want to challenge yourself you’re going to have to make a concerted effort on your own.

You will have to motivate yourself because reading platforms and book clubs skew towards books that can be read quickly and relatively easily, and we’re being trained daily to shorten our attention span and ruin our capacity to concentrate and think by platforms like TikTok, Instagram and YouTube. To read difficult books is to go against the grain, to retrain your mind to deep, meaningful thought, to long stretches of concentration, to a higher level of empathy. It’s the difference between a fast food burger and an evening with a 3 star Michelin chef showing off his best work. It’s worth it, but it costs more.

If you chose to go on that challenging but worthwhile journey, here are some tips to help you along the way:

• Build up to it – don’t start with the toughest, longest, scariest book on your list and try to white knuckle your way through. Build up to it by stretching and building up your reading and concentration “muscles” first. If you’re building up to length, for example, fantasy and space opera sci-fi novels are a great way to get there, as they’re usually well paced, relatively easy reads. Historical fiction and family sagas can train you to follow multiple timelines and characters, and short stories utilizing modernist and post-modernist techniques can offer an easier way to encounter them for the first time.
• Have a light read going simultaneously – this is particularly effective if the book you’re tackling has a difficult subject matter. Have a light, fun read going on at the same time and switch between the two, allowing yourself a break from the difficult topic and time to process it every once in a while.
• Find a partner for the journey – find a friend, online or in real life, who’s interested in reading the same book as you are, and help each other through it.
• Find a community – it’s difficult to find a friend interested and able to dedicate time to take the reading journey with you, but it may be possible to find a community of readers going through the book at the same time as you are. It can be through a local bookclub, a virtual bookclub, a reddit community, a Goodreads group, a discord channel – whatever group you can find and suits you. Just make sure you’re comfortable with the group rules in terms of code of conduct and spoilers, and feel free to leave if you encounter toxic behaviour.
• Create a framework to help you through – ideas for this can include various trackers, reminders, applications like Forest or other Pomodoro like counters that help you focus, little treats or incentives after reaching certain milestones. If I’m reading a particularly long book, I set up a dedicated tracker and a page count I want to hit every day, to make sure that I don’t feel overwhelmed and can visually see my progress. It somehow helps me deal with the goblin in my mind that is screaming that this book is too much for me and I don’t have time for it. Field notes are great for this, especially the squared and reticle grid ones.
• Start by reading a good chunk – on your first read at least the first chapter or several chapters, so that you get into the flow and tone of the book as soon as possible. I tend to aim for 30-50 pages on the first sitting.
• Get a physical copy of the book, not a digital one. Paper books are easier and more enjoyable to read than digital ones, as our mind finds them easier to process because of the way we read (oftentimes returning a page or two back to check on something, or flipping to a previous chapter to remind ourselves who that character is or what happened last time). Whenever I’ve tried to read a difficult book on my Kindle, I’ve regretted it (The Alexandria Quartet is the latest example).
• Feel free to give up, tomorrow – if the book is too much for you, it’s OK to decide that you’re not going to finish it, or you’re going to get back to it at a later date. But before you do that, take one more day to make an effort and read another chunk anyway. Why? Because you may have just reached a particular tough spot, and in a few pages things clear up, or become easier to digest. Also, you may just be having a bad day, or you’re particularly distracted or tired and so the writing becomes more opaque or more of a slog. Give it another day and if it doesn’t improve, move on.

I’m currently reading Paul Auster’s 4321, which is a challenging read due to its length and its structure. Later on this year I plan to reread James Joyce’s Ulysses (I read it twice cover to cover already, and studied it while taking my degree). I’m considering tracking my rereading here, in case someone wants to follow along. Let me know in the comments if that’s something that may interest you.