Day 3,969
One of my “Top 3 Start Doing” goals was reading more deeply rather than going very wide.
Over the past handful of years my focus has been on reading a set number of books and I’ve tended to let my mind and tastes wander a bit as progressed through the year. Whenever something caught my fancy I’d pick it up and give it a shot. This let to reading many books I otherwise wouldn’t have read, but it wasn’t conducive to deeper understanding. Occasionally one would really strike a chord and I’d read it again. Much more rarely I would stumble into a book which would re-read at least once per year.
This year I decided to do something a little different. I curated a list of twenty-five books that I committed to reading three times each in 2026. These were amongst my all time favorites, but largely focused on the ones I felt would help me grow most this year, the books that would help me work on closing the gap between who I currently am and who I’d like to grow into. For sure, there are some fiction mixed in – fiction allows a chance to reality test ideas in a sandbox, an opportunity to play and explore, a different view of the world focused through a very specific lens or paradigm.
Three of the books I’ve already consumed (or in the process of reading) for the third time have gotten better every single time I’ve read them. Fight Club, No Country for Old Men, and Fahrenheit 451 have gotten better with every single re-reading of them
Some books get smaller and less significant once you know the ending. These three keep getting bigger and more meaningful.
I wouldn’t necessarily call any of them perfect books. In fact, each has a few little quirks in the writing that annoy me every single time I read it. Somehow, I think that makes me love them more. The imperfections give them character. They feel less polished, perhaps, but more alive.
Beneath the plots are questions that don’t get resolved when you reach the final page. They’re questions humans have wrestled with for most of our existence: joy, acceptance, learning, freedom, intentionality, meaning, legacy.
Maybe that’s why knowing how these stories end doesn’t diminish them. Once I stop wondering what happens next, I have more room to notice what they’re actually saying.
The “me” who is re-reading them is not the same “me” who read them each of the last times. Life has changed since the last reading. My perspectives and paradigms and priorities have likely shifted just enough to provide a slightly new lens to view them through. Maybe the last reading helped me make a subtle change and I’m now ready to make another. Maybe I didn’t learn the lesson last time, and now I see it a little more clearly, with a little more urgency.
Regardless of the reasons, each of these books holds a gravitational pull on me. I’m grateful for the way they’ve pulled me into their orbit, and for how they continue to push and pull at the way I see myself and the world.
At this point, they’ve almost created a Three Body Problem in my brain!
Thanks!!!
Thankful for Forty 