Book·6 min read

Thoughts on <How Will You Measure Your Life?>

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Opening

As I set my New Year's resolutions for 2025, I committed to making this a year that feels more authentically me. That suddenly brought to mind Professor Clayton Christensen's <How Will You Measure Your Life?> — a book I felt I needed to re-read. I don't have a clear reason why this book came to mind, but I think it was my desire to build this year up steadily — differently from last year, when I was buried in short-term concerns — that summoned it back.

Even reading it a second time, I was struck by how many fundamental and important things I had forgotten. What sets this book apart from other books about "life and happiness" is its approach of applying theories to life. Professor Christensen argues that a good theory gives the right answer no matter what situation you apply it to — and that's why we need to understand theories, especially for the most important thing of all: our own lives. Reading the book from this perspective, ideas I'd heard many times felt a little more trustworthy.

About the Book

The book introduces three elements that make up a life strategy — much like a corporate management strategy. Here's my summary of its content. What resonated with me most was the recommendation to ask, for any strategy: "What assumptions need to prove true for this strategy to succeed?" Many of the bad strategies I've pursued involved me simply assuming that a critical premise would naturally come to pass, with no preparation or second thought.

  • Strategy = Deciding priorities + Balancing plans (deliberate) and opportunities (emergent) + Execution (actually investing resources)
  1. Deciding Priorities

    • You must have the right motivations.
    • Motivation theory → Hygiene factors + Motivator factors
      • Hygiene factors: Having more of these doesn't significantly increase satisfaction, but when they fail, they cause great disappointment → Status, compensation, job security, working conditions, company policy, supervisory practices
      • Motivator factors: Things that give us deep satisfaction; when working well, they make us genuinely happy → Challenging work, recognition, responsibility, personal growth
    • If you truly want to find happiness, you must continually seek motivator factors.
    • Questions to ask: Will this work be meaningful to me? Will it give me opportunities to grow? Will I learn new things through it? Will I have opportunities to be recognized and achieve? Will I be given greater responsibility?
    • A person who takes the right courses at the school of experience will have a higher probability of success in any situation.
    • "I have never made a decision based on salary or prestige. Instead, I always asked whether the role would give me the kind of experience worth struggling through."
  2. Balancing Plans and Opportunities

    • Plans = deliberate strategy
    • Opportunities = emergent strategy
    • Whether we're aware of it or not, deliberate strategy and emergent strategy each compete to win our hearts, minds, and resources in order to become our actual strategy.
    • Neither strategy is clearly better or worse — the right choice depends on where you are in your journey.
    • Good strategy selection is a practice of learning and adapting from every experience, then rapidly repeating what works.
    • The essential question for selecting a good strategy: "What assumptions need to prove true for this strategy to succeed?"
      • Every project failure involves a flaw in one or more critical assumptions that formed the foundation of the forecast and decision.
      • Make a list of those assumptions. Start with the most important and most uncertain, and work down to the less important and more certain.
    • A promising strategy idea → List of assumptions embedded in the strategy → Answer and review "What assumptions need to prove true for this strategy to succeed?"
  3. Resource Allocation

    • High-achieving people dangerously — and often unconsciously — allocate their resources to the activities that yield the most immediate and visible results.

Beyond this, the book explains several broad life theories. As a business school professor, it's interesting to see how Christensen uses examples from management theory to show how they can be applied to life as well. Here are a few of the passages I most wanted to commit to memory.

  • Just as it's too late to plant a tree when you need shade, the only way to make relationships in your life bear fruit is to invest in them before you feel the need.
  • Applying the Jobs-to-Be-Done theory:
    • The mechanism that makes us buy a product is the thought: "I have a job that needs to be done, and this will help me do it."
    • What is the most important job that you've been hired to do — as a spouse, a family member, a friend?
  • Full-cost thinking vs. marginal thinking:
    • You must resist the temptation of "just this once."
    • The marginal cost of doing something "just this once" always seems negligibly small — but the full cost is generally much higher.
    • High-achieving people, many times in their lives, encounter opportunities to do something that might give them an edge. And they think... "just this once…?"
    • The moral standards you set for yourself are powerful precisely because you don't break them.

At the end, the authors give readers homework: to think about the purpose of their own lives and write a purpose statement. A purpose statement can be built through a process of: (1) picturing the person you want to become, (2) committing fully to that vision, and (3) creating a metric for evaluating how well you're achieving it. As I read, I briefly tried to think about what kind of person I want to be — but it turned out to be harder than I expected to land on a purpose that felt truly "mine." As the author says, it seems that finding a life purpose requires setting aside focused time and attention.

Closing

Near the end of the book, Professor Christensen shares his own life purpose:

  • A person dedicated to helping others improve their lives
  • A kind, honest, forgiving, and selfless husband, father, and friend
  • A person who believes in the value and reality of God

The mere existence of this book tells you that Christensen lived faithfully to his stated life purpose (to help others improve their lives).

Evaluating what kind of life is a happy life is genuinely difficult. Because time, once passed, cannot be returned, there's an unnecessary impatience that sometimes arises around "happiness." In those confused moments, there's comfort in having someone tell you that through "theory," you can reach the same outcome across different situations — and that there are questions worth answering and things worth reflecting on. It's a wonderful way to start a year. I'm grateful to my unconscious for bringing this book back to my mind, and I hope to live this year without forgetting the theories I read here.

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