Set Stretch Goals That Are Hard but Not Impossible—It’s a Skill, Not a Gift

Hard - Requires significant effort Recommended

In team meetings, the question of 'How hard should our goals be?' sparks vigorous (sometimes tense) debate. Some tend to set easy goals to guarantee success and avoid embarrassment, while others reach for the stars and consistently fall short. But over time, the most effective groups learn how to tune their aspirations—not by guessing, but by rating their confidence on a simple scale: one means no chance, ten means a sure thing. The Goldilocks zone? Right in the middle, where you’re a little bit nervous but still energized to try.

One marketing team, for example, uses color-coded dots next to each quarterly target to indicate confidence. Goals with too many tens get reset upward; those with a string of ones get trimmed until the team has about a coin flip’s chance. At first, this sparks anxiety, but then progress accelerates—and meetings become less about making excuses and more about actions. Even setbacks are discussed with candor, since everyone agreed to aim for challenge, not certainty.

Cognitive research finds that motivation peaks when our goals are just out of comfortable reach—what educational psychologists call the 'zone of proximal development.' Effective leaders and learners consistently recalibrate, keeping ambitions bold, but not off the cliff.

When you’re setting goals—on your own or with a team—take time to rate your confidence on a scale from one to ten. Anything above a seven is too safe; anything below a three needs adjusting. Aim for that 50% sweet spot, the stretch that’s just hard enough to be motivating but not crushing. Once you’ve set it, announce your discomfort (and excitement) out loud or in writing, then get to work. Don’t settle for easy, but don’t punish yourself with impossible. Try this on your next big assignment or group project.

What You'll Achieve

Develop resilience, boost engagement, and enable better learning by tackling challenges that truly demand effort—but aren’t unattainable.

Calibrate Goals for 50% Confidence and Emotional Buy-In

1

Rate your confidence in meeting your goal on a 1-10 scale.

For each major goal or Key Result, ask: How likely am I to hit this by the end of the quarter? Mark it with a number where 1 is 'never' and 10 is 'easy.'

2

Adjust so goals are neither too safe nor overwhelming.

Real stretch goals should feel a bit scary—a 5/10 means you’ll need some luck and hustle, but still believe it’s possible with smart effort.

3

Make discomfort part of the standard.

Share publicly which goals feel too easy or too impossible and recalibrate. If you’re not uncomfortable, you’re not stretching; if you’re defeated, dial it back.

Reflection Questions

  • Which of my current goals feel too easy, and which too hard?
  • How honest am I about my confidence levels when discussing goals in groups?
  • Who can help me calibrate when I drift toward extremes?
  • How does stretching towards a 5/10 level increase my motivation?

Personalization Tips

  • A project team aiming to launch a new product sets goals that make success feel ambitious, not certain.
  • A high school student picks a challenging but realistic test improvement target—not a perfect score, but above their norm.
  • A non-profit leader invites team members to share whether quarterly fundraising targets feel too easy, too hard, or just right.
Radical Focus : Achieving Your Most Important Goals with Objectives and Key Results ( OKRs )
← Back to Book

Radical Focus : Achieving Your Most Important Goals with Objectives and Key Results ( OKRs )

Christina Wodtke
Insight 6 of 8

Ready to Take Action?

Get the Mentorist app and turn insights like these into daily habits.