Why You Should Stop Waiting for the Perfect Moment—You’re Always 'Winging It'
You walk into a new job or classroom, convinced everyone else has it together. Every small misstep feels like proof you aren’t ready, and you delay taking charge, speaking up, or launching your idea until you’re certain you’re as skilled as 'real experts.' Secretly, you’re waiting for a breakthrough—not just in knowledge but in confidence.
But peek behind the curtain in almost any profession or role, and you see the same story: the newspaper editor pacing, making up policy on the fly; the senior leader improvising in meetings; the parent calling friends just to ask what’s 'normal.' The truth is, everyone is always improvising. No one feels fully prepared, and everyone learns as they go. This is not a sign of weakness but the very nature of growth and accomplishment.
Research on the 'impostor phenomenon' shows that most people, especially high achievers, feel like frauds at times. Ironically, the only way through it is to act first and accumulate experience, learning as you go. In time, not only does your comfort grow, but you realize that constant improvisation is the rule, not the exception.
Identify one thing that matters to you—a job, friendship, or creative effort—you’ve been delaying because you think you’re not ready yet. Despite your doubts, take a small concrete step, whether it’s applying, calling, or drafting. Ask a mentor or peer about their most unprepared moments—you might be surprised how common uncertainty is. As you hit bumps or make mistakes, practice being kind to yourself and note what you’ve learned. Remember, you don’t have to wait until you’re perfect; starting imperfectly is the way everyone builds real skill. Don’t let the myth of readiness freeze your progress—wing it today.
What You'll Achieve
You will overcome self-doubt and perfectionism, enabling authentic action and more rapid, hands-on learning. Externally, you’ll take more creative risks and make tangible progress, even as you continue to learn.
Act Now, Accept Imperfection, Keep Learning as You Go
Notice where you’re postponing action until you 'know enough.'
Identify a project, conversation, or opportunity you’ve been avoiding because you don’t feel fully prepared.
Take a small 'starter' action—without over-planning.
Make a call, write a draft, or sign up for something before you feel 100% confident; treat it as a learning experiment.
Reflect on others’ hidden improvising.
Ask a trusted friend about times they felt unprepared; notice how widespread 'winging it' really is.
Practice self-compassion for imperfection in the process.
When things go differently than expected, allow yourself to feel disappointment—then keep going, noting what you learned.
Reflection Questions
- What’s one action you have delayed for want of 'more preparation'?
- Who do you know that seems to have it all together—and how might they actually be improvising too?
- How does reframing action as 'experimentation' change your willingness to try?
- What did you learn the last time you did something before you were fully ready?
Personalization Tips
- A graduate applies for jobs before perfecting her resume.
- A new parent reaches out for help, unsure what advice will come back.
- A manager launches a small pilot project, knowing mistakes are likely.
Four Thousand Weeks: Time Management for Mortals
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