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“Resilience isn’t built on perfect foresight. It’s built on honest hindsight.”

In this episode of Seeing Sideways, I explore the Hindsight Bias—how the brain tricks us into thinking we “knew it all along.” I share tools to help you separate real insight from illusion, so you can reflect more clearly, lead more fairly, and build true resilience.

Have you ever looked back at a decision and thought, “I should’ve seen it coming”—but did you really?

Key Takeaways and Tools

• What Hindsight Bias Is—and Why It Feels So Convincing
  After something happens—especially something negative—my brain tries to convince me that I saw it coming. But that’s not insight. It’s a trick of memory.
  [01:01]
• Why the Brain Does This
  From an evolutionary point of view, rewriting the past helped us feel more in control. But in modern life, it often keeps us stuck or overly critical.
  [02:52]
• Reconstruct the Moment, Not the Myth
  I’ve learned to challenge hindsight bias by revisiting notes, emails, or journals to remember what I actually knew at the time—not what I think I knew.
  [04:46]
• Separate Outcome from Judgment
  A good decision can still lead to a bad result. That doesn’t mean I made the wrong call. I focus on whether I was thoughtful with what I had, not whether I turned out “right.”
  [06:00]
• Catching the “I Knew It” Reflex
  That inner voice saying “I saw this coming”—I now pause and ask, “Did I really know this before, or am I rewriting the story now?”
  [06:55]

Resources & Practices I Shared:

• Revisit the Record: Go back to notes, messages, or conversations to remember what you actually knew at the time.
• Use Reflection Prompts: I asked, “What did I know? What was unclear? What did I do well, even if the result didn’t land?”
• Shift from Outcome to Process: Judging decisions by results alone distorts learning. I now reflect on my thinking, not just the ending.
• Normalize Uncertainty: I remind myself and my team that “not knowing” is part of the deal. Most meaningful choices live in the gray.
• Pause Before “I Knew It”: That little pause helps me stay honest—and grounded.

7. A Thought Exercise I Left You With:

Think of a moment that didn’t end well—where you’ve told yourself, “I should have seen it coming.”
Now ask:

• What did I truly know at the time?
• What was unclear or incomplete?
• What assumptions did I make?
• What did I actually do well, even if the outcome disappointed me?

Next week, I’ll explore how the brain’s love of pattern-seeking and apophenia can lead us to see meaning where none exists—when connecting the dots becomes creating illusions.

If this episode gave you something to reflect on, share it with someone who might need it. These biases aren’t flaws—they’re part of how we make sense of the world. But the more aware we are, the more clearly we can think, choose, and lead. Because after all, it’s all an inside job.

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