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Transitioning from Individual Contributor to Engineering Manager

Designed for First-time engineering managers transitioning from individual contributor roles in fast-paced tech companies to spark real collaboration and high-energy learning.

A 90-minute hybrid workshop attended by engineering professionals recently promoted into management roles. Most are anxious about losing their technical focus and unsure how to lead former peers without damaging relationships. They struggle to delegate, fear micromanagement, and feel pressure to 'prove themselves' quickly.

Icebreaker
Activity 1

Manager Mythbusters Poll

Kick off with a live digital poll (e.g., Slido or Mentimeter) showing statements like 'Managers must have all the answers' or 'Good engineers make good managers.' Participants vote true/false, and results are instantly displayed for group reaction. Facilitator shares surprising research to spark curiosity and upend expectations.

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Why this works

This leverages curiosity and cognitive dissonance, getting participants actively questioning their assumptions and priming them for new perspectives.

Icebreaker
Activity 2

Peer-to-Manager Mistake Reveal

Present three real stories (on slides or cards) of new managers who stumbled managing friends—e.g., overcompensating with authority, avoiding tough feedback, or failing to set boundaries. Ask small groups to guess what went wrong, then reveal expert analysis and discuss how to avoid these traps.

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Why this works

Normalizing mistakes reduces shame and primes participants for honest discussion. It also surfaces common misconceptions about the transition.

Icebreaker
Activity 3

Boundary-Setting Bingo

Distribute 'Boundary Bingo' cards with scenarios like 'Approving a former peer’s leave,' 'Rejecting a buggy code review,' or 'Declining after-hours drinks.' Participants mark off experiences they’ve faced or anticipate, then share a low-pressure story from their card in pairs.

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Why this works

Gamified participation lowers the stakes and gets everyone involved—even introverts—by connecting personal experience to learning.

Icebreaker
Activity 4

Delegation Dash Challenge

Split the room into mini-teams and give them a rapid-fire delegation scenario: 'You have 3 critical bugs and 2 junior devs. How do you delegate?' Teams have 2 minutes to write down their approach, then pitch it out loud in 30 seconds. Facilitator awards 'most creative' and 'most practical' approaches.

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Why this works

Short bursts of teamwork energize the room, create healthy competition, and build confidence in new skills through practice.

Icebreaker
Activity 5

The ‘Coach or Fix?’ Dilemma

Pose a real-world dilemma: 'A team member is struggling with a task you could do faster yourself. Do you coach or fix?' Ask participants to vote (coach/fix/both), then show how top managers decide, including potential consequences for each. Facilitator leads discussion on trade-offs and shares a manager’s story.

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Why this works

Connecting learning to familiar dilemmas makes concepts stick, and contrasting manager behaviors highlights key decision points.

Icebreaker
Activity 6

‘Leadership Meter’ Self-Check

Wrap up with a one-page 'Leadership Meter'—a scale from 1 (solo contributor mindset) to 5 (team-focused leader). Each participant rates themselves honestly, then writes one action they’ll take to move up a level. Invite volunteers to share, connecting their personal journey to the workshop’s takeaways.

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Why this works

Self-assessment and reflection drive lasting behavior change and personalize learning—participants commit to tangible action.

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