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Overcoming the Imposter Syndrome as a Newly Promoted Director

Designed for Recently promoted directors in mid-sized tech companies who previously excelled as senior ICs but now lead cross-functional teams for the first time. to spark real collaboration and high-energy learning.

A 90-minute virtual workshop for directors promoted within the last 12 months. Participants report feeling self-doubt when engaging with seasoned executives or making high-stakes decisions. They struggle to own their new authority and often fear being exposed as inexperienced.

Icebreaker
Activity 1

Unexpected Famous Imposters

Kick-off with a fun quiz: 'Which of these world-famous leaders have publicly admitted to imposter syndrome?' Participants select from a list (e.g., Sheryl Sandberg, Satya Nadella, Michelle Obama, Tim Cook) and see instant poll results. The reveal sparks curiosity as multiple icons—often considered supremely confident—have voiced their struggles. The payoff is immediate relatability and surprise.

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Why this works

Curiosity primes attention and normalizes the topic; seeing high-status examples makes it safe to explore personal doubts.

Icebreaker
Activity 2

‘Real Directors Don’t Doubt?’ Myth Bust

Present a statement: 'Directors must always project certainty—or risk losing credibility.' Invite participants to react by thumbs-up/thumbs-down (virtual) or stand/sit (in-person). Then, facilitator shares research and real director testimonials showing how transparency about doubts can build trust and actually increase credibility.

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Why this works

Revealing common misconceptions reduces shame and opens up nuanced conversation about healthy vulnerability.

Icebreaker
Activity 3

Silent Self-Audit: ‘Am I An Imposter?’

Invite participants to quietly respond to 5 self-assessment prompts (e.g., ‘I’m afraid someone will discover I’m not as competent as they think’; ‘I downplay successes’). Use virtual polling or paper slips. No one shares aloud; it’s private. The payoff is low-pressure insight into how imposter syndrome manifests individually.

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Why this works

Low-stakes, anonymous reflection reduces defensiveness and encourages honest self-awareness before group discussion.

Icebreaker
Activity 4

Role-Play: ‘Director Decisions, Real Doubts’

Split into pairs: one plays a newly promoted director facing a tough call (e.g., firing a high-performer for misconduct); the other plays a trusted mentor. Director voices their imposter thoughts aloud (‘I’m not ready for this’; ‘I’ll ruin the team’), mentor responds with reframing and validation. Swap roles. High-energy, emotionally charged, and practical.

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Why this works

Active role-play builds empathy and confidence, letting participants practice real-world self-talk and supportive coaching.

Icebreaker
Activity 5

‘Would You Trust...?’ Hot Seat Dilemma

Show a live scenario: 'A director hesitates to present a bold proposal because she fears she’ll be seen as presumptuous.' Ask, ‘Would you trust her judgment? Why or why not?’ Let participants debate, then reveal how self-doubt affects perception and performance—and how authentic confidence inspires trust. Facilitator shares a real anecdote from a tech board meeting.

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Why this works

Connecting abstract imposter feelings to real-world credibility dilemmas makes the issue tangible—and hooks participants in relatable stakes.

Icebreaker
Activity 6

Personal Credibility Commitment

Wrap up with guided journaling: ‘Write down one imposter thought you’ve had since becoming director—and a counter-commitment you’ll adopt next week. Example: “I’m not qualified to lead this team” → “I bring unique vision and I’ll ask for feedback as I grow.”’ Invite participants to share (optional) their commitments in chat or aloud.

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Why this works

Active reflection and personal connection solidifies learning, turning insights into actionable behaviors and ownership.

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