The Missed Deadline Conversation
When someone repeatedly misses deadlines and it is affecting the team or project delivery.
Opening Script
[name], I need to talk about something I've been noticing. Over the past [timeframe], there have been [number] missed deadlines on [specific projects/tasks]. I know things come up, and I want to understand what's happening from your perspective. This matters because [impact on team/project], and I want us to figure this out together.
Key Phrases to Use
- “I'm not looking for excuses — I genuinely want to understand the root cause.”
- “Let's look at what's realistic given your current workload.”
- “If something is going to slip, I need to know early so we can adjust.”
- “What would help you stay on track going forward?”
Phrases to Avoid
- “You're always late with everything.”
- “This is becoming a pattern and I'm losing patience.”
- “Why can't you just manage your time better?”
Follow-Up Steps
- 1Agree on a system for early warning when deadlines are at risk.
- 2Review current workload together and reprioritize if needed.
- 3Set up a brief weekly check-in to track progress on key deliverables.
Emotional Awareness Tip
People who miss deadlines often already feel guilty and overwhelmed. Leading with curiosity rather than accusation opens the door to real problem-solving. Take a breath before the conversation and remind yourself: the goal is a solution, not a scolding.
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