Navigate uncertainty by sketching three radically different life paths

Medium - Requires some preparation Recommended

Faced with the usual career grind—even your most ambitious plan feels like repainting the same old fence. Suddenly, a simple design thinking hack pulls you out: sketch three totally different five-year scenarios. One mirrors your current job trajectory, one assumes your first choice evaporates tomorrow, and one unleashes your wildest dream—say, a boutique ski lodge in the Alps. Suddenly, the horizon floods with options. You watch your heart race at the thought of waking up to mountain air, then feel grounded listing the steady paycheck of your current role. These parallel visions strip away the myth of the one perfect path. Curating dashboards—resources vs. confidence vs. coherence—gives each plan its own portrait and propels you past indecision. Psychological research on decision-making shows that exploring multiple futures in parallel breaks cognitive fixation, boosting both creativity and choice satisfaction. Now, each Monday morning, you check the plan that needs your attention most—because you have three real tomorrows ready to prototype.

Grab three sheets of paper and title them: here’s your current path, here’s a backup if that disappears, and here’s your blue-sky fantasy. Give each a six-word headline and plot a bedtime-to-breakfast dashboard of resources, confidence, coherence, and likability. Finally, crystallise two burning questions per plan—seedlings for next-week’s experiments. You’ll be amazed how this frees your mind.

What You'll Achieve

You’ll replace analysis paralysis with clear, comparative futures, improving confidence and sparking actionable next steps. Expect faster decisions and richer prototypes.

Imagine three unique five-year journeys

1

Write three distinct 5-year visions

Spend an hour sketching three futures: expand your current path, explore a forced pivot, and pursue a wild passion. Give each a six-word title that captures its essence.

2

Build dashboards for each plan

For each vision, rate resources, likability, confidence, and coherence on 1–5 scales. This helps you gauge which paths feel feasible and inspiring at a glance.

3

Frame key questions by plan

List two or three ‘What if?’ and ‘How can I?’ questions each vision raises. These questions will guide your next prototypes and prevent premature commitment.

Reflection Questions

  • Which vision energises you most on a dreary Monday?
  • What resources would you need to test your wildest idea?
  • How might exploring all three paths change your next month’s actions?

Personalization Tips

  • • Recent grad: Path A—corporate marketing track, B—teach overseas, C—launch a podcast about skate culture.
  • • Mid-career chef: A—open a second restaurant, B—switch to food photography, C—become a culinary tour guide.
  • • Engineer: A—stay at a large firm, B—join a NASA startup, C—write sci-fi and game physics simulations.
Designing Your Life: How to Build a Well-Lived, Joyful Life
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Designing Your Life: How to Build a Well-Lived, Joyful Life

Bill Burnett, Dave Evans 2016
Insight 6 of 8

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