You’ve probably heard the classic advice:
“Make good decisions.” It’s safe, it’s sensible, and it’s often paralyzing. What if the path to a remarkable life isn't paved only with pristine, perfect choices?
Author Holly Black offers a darker, more intriguing insight: "Life's full of opportunities to make crappy decisions that feel good. And after the first one, the rest get a whole lot easier."
At first glance, this sounds like a recipe for ruin. But what if we reframe it? What if a "crappy decision" isn't about self-sabotage, but about the courage to choose the path that feels right but looks risky from the outside? The first time you defy conventional wisdom for your gut instinct is terrifying. The second time? It’s empowering.
Here’s how to implement Holly Black’s principle—not for failure, but for extraordinary success.
Step 1: Redefine "Crappy".
Shift your definition. In this context, a "crappy decision" is one that:
· Challenges "respectable" norms (quitting a stable job to freelance).
· Invites short-term judgment (saying "no" to a lucrative but misaligned client).
· Prioritizes passion over prestige (taking a pay cut for a dream role).
· Feels emotionally right but logically scary.
Your "crappy" decision is simply the one the most cautious version of you would never make.
Step 2: Start With a Calculated "Yes".
The first one is the hardest. Choose a small-to-medium arena to practice.
· Example: Always wanted to write? Publicly commit to publishing one personal blog post a week, even if it’s not perfect. It feels "crappy" because you're risking embarrassment. Do it anyway. The goal isn't virality; it's breaking the seal on putting your authentic voice out there.
· The Implementation: Identify one thing that feels exciting but vulnerable. Schedule it. Tell one accountability friend. Then, execute without over-editing. Feel the relief and power that comes after.
Step 3: Analyze the Ease, Not Just the Outcome.
After you take that first leap, don't just look at the results. Pay attention to the process within you.
· Did you survive? (You did.)
· Was the fear worse than the action? (It almost always is.)
· Does the world feel slightly more open?
This is how"the rest get a whole lot easier." You build evidence that your instinct won't lead to disaster, but to growth.
Step 4: Systematize Your Rebellion.
Now, turn this into a practice. Build "decision filters" based on your new courage.
· Filter 1: The "Excitement vs. Safety" Test. When faced with a choice, ask: "Which option brings more energy and alignment, even if it brings less predictable security?"
· Filter 2: The "Future Self" Check. Ask: "Which version of myself do I want to be? Will the 'safe' choice or the 'crappy' choice get me closer to her/him?"
· Filter 3: The "Judgment" Acknowledgment. Simply ask: "Am I avoiding this because I'm afraid of what others will think?" If yes, lean in.
Step 5: Build a Portfolio of "Good Crappy Decisions".
Track them. Keep a journal of moments you chose the braver, feel-good path. This portfolio becomes your armor against future doubt and a playbook for your unique success.
· Entry Example: "March 15: Turned down the standard project to pitch my wilder idea. Client loved it. Fee increased by 40%."
The Bottom Line
Holly Black isn’t advocating for reckless hedonism. She’s pointing to a profound truth: breaking your own patterns of people-pleasing, perfectionism, and playing it safe is a muscle. The first rep is brutal. The tenth changes your life.
Stop waiting for a guaranteed "good" decision. Start making more strategically "crappy" ones that honor your intuition, fuel your passion, and ultimately, design a life that is undeniably yours.
The first one is the hardest. What will yours be?
Remember:- THE WORLD IS BEAUTIFUL BECAUSE YOU ARE IN IT.
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