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Navigating Difficult Layoff Conversations for Team Leads

Designed for Experienced team leads in fast-scaling tech startups facing their first layoff process, managing emotionally invested, high-performing teams. to spark real collaboration and high-energy learning.

A 90-minute virtual workshop with breakout rooms. Team leads are anxious about harming trust, have never conducted layoffs before, and worry about both legal compliance and emotional fallout.

Icebreaker
Activity 1

Curiosity Spark: Layoff Letter Remix

Invite participants to review three real layoff notification letters (from Airbnb, Stripe, and a generic corporate template) and spot differences in tone, detail, and empathy. Ask: what impacts would these variations have if delivered in-person? This sets the stage for exploring conversation quality.

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Why this works

Starting with artifacts builds curiosity and primes the group to look beyond surface structure, activating critical thinking.

Icebreaker
Activity 2

Misconceptions Map: Myth vs. Reality

Present four common myths about layoff conversations (e.g., 'You must avoid showing emotion,' 'Stick strictly to legal scripts,' 'Don’t answer questions,' 'People will always be angry'). Invite participants to vote and then reveal the researched truth behind each myth.

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Why this works

Correcting misconceptions early helps participants approach conversations with more flexibility, nuance, and confidence.

Icebreaker
Activity 3

Low-Pressure: Empathy Statements Bingo

Hand out digital bingo cards with real empathy phrases (e.g., 'I’m really sorry we’re here today,' 'This is not a reflection of your work,' 'I know this is a lot to process'). As you read through a sample script, participants mark off statements they hear. Everyone wins, lowering anxiety about ‘saying the right thing.’

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Why this works

Reduces performance pressure and normalizes helpful wording, boosting confidence for later practice.

Icebreaker
Activity 4

Room Activation: Role-Play Roulette

Spin a digital wheel to assign participants roles: team lead, departing employee, HR partner, or ‘quiet observer.’ Run rapid-fire simulated layoff conversations in breakout rooms with 2-minute timers. After each round, swap roles for exposure and energy.

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Why this works

Active practice builds muscle memory and emotional resilience; switching roles keeps energy high and perspectives broad.

Icebreaker
Activity 5

Dilemma Drop: Ripple Effects Scenario

Share a highly realistic scenario: After layoffs, remaining team members ask ‘Am I next?’ and start disengaging. Challenge the group: What’s your next move as a leader? Each participant drafts a 1-minute follow-up speech for survivors, then shares in pairs.

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Why this works

Brings the challenge into the present, forcing real-world application and leadership empathy.

Icebreaker
Activity 6

Reflection Anchor: Impact Journal

Invite participants to write a private journal entry: Reflect on a time they received hard news, and note what helped or hurt most in the delivery. Then, prompt them to connect those insights to layoff conversations, identifying one personal value to anchor in future talks.

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Why this works

Personal reflection cements learning and ties empathy to action; journaling increases retention and self-awareness.

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