Cultivating Contentment: The Potential of Intentional Daily Reviews

Executive Summary – Collaboration with ChatGPT

On October 10, 2023, inspired by Sahil Bloom’s post, I began a five-minute daily reflection ritual, focusing on five aspects: Win, Gratitude, Stress or Tension, Helping Others/Shining the Light, and Activity/Personal Development. After 100 days, the practice remains a source of intentionality and personal alignment, offering clarity and a momentary escape from the digital frenzy.

Daily, I handwrite my reflections on an index card, cherishing the tactile process as a form of self-care. This habit, reminiscent of my morning meditations and inspired by the Stoicism encouragement to “put each day up for review,” encourages introspection and gratitude. Seneca’s wisdom on self-evaluation resonates deeply, prompting me to scrutinize my actions and thoughts, contributing to my ongoing quest for self-improvement.

Through this simple yet profound practice, I’ve realized the transformative power of pausing and pondering daily life. It’s a reminder of what truly matters, enabling me to confront life’s challenges with a grounded and grateful heart. I advocate this practice for anyone seeking fulfillment, urging them to start small and witness the profound impact of daily reflection.

Original Reflection

October 10, 2023. After reading a post by Sahil Bloom on social media, I began a daily reflection process of prioritizing five minutes to reflect on five aspects of my day. Sahil’s post highlighted three items, and I subsequently added two additional prompts to reflect upon.

Sahil’s original three were:

  • Win
  • Gratitude
  • Stress or Tension

My additions:

  • Help Others/Shine the Light
  • Activity/Personal Development

My goal with this exercise is to intentionally reflect and appreciate/inspire my daily approach to life. On January 17, 2024, I completed 100 consecutive days of reflection. I am unsure how long I will continue this process, but I feel the daily reflection brings me value by helping me be intentional about my perspective and how I want to bring myself to the world daily.

The daily reflections are handwritten on an index card. I deliberately chose to do this exercise manually vs. electronically. Sitting with my thoughts and handwriting my observations are my way of slowing down and creating a pause in my life – away from the distractions of the non-stop digital worlds we live in. The gift of the process is the daily reminder of the areas I want to prioritize and be certain to “sit with” for a few minutes to look at my day and ask, “How did I do today, and what highlights do I want to remember?” Writing my observations by hand creates a few moments of joy/contentment for me. The act itself is a gift I am giving to myself and is a small part of my self-care.

An aspect of my personal development that I wrote about in my blog post dated May 20, 2023, Dawn of Awareness: A Journey of Self-Discovery through Morning Meditations, is my love of morning quiet time, where I read several daily meditations that help me reflect and prepare for the upcoming day. The Daily Stoic Meditations is one of the books included in my process.

The Daily Stoic Meditation for January 22nd, The Day In Review, resonated with me. The encouragement is to prioritize time to evaluate our day and assess how we feel about our day’s performance. My approach with the index card is a mini-version of the daily stoic recommendation. While I reflect and write, my mind assesses the areas I have identified as a priority in my life. As noted in the Meditation:

“I will keep constant watch over myself and—most usefully—will put each day up for review. For this is what makes us evil—that none of us looks back upon our own lives. We reflect upon only that which we are about to do. And yet our plans for the future descend from the past.”

—Seneca, Moral Letters, 83.2

“Take time to consciously recall the events of the previous day. Be unflinching in your assessments. Notice what contributed to your happiness and what detracted from it. Write down what you’d like to work on or quotes that you like. By making the effort to record such thoughts, you’re less likely to forget them. An added bonus: you’ll have a running tally to track your progress too.”

Can a short process of assessing and journaling each day enhance your life? I encourage you to start small and try it! May you find contentment and fulfillment as you “put each day up for review.