topic
Leadership prompts
Feedback, 1:1s, team decisions, the conversation you're avoiding.
619 prompts live in leadership next drop in 09:43
- work Reframe a Turf War Over a Shared Project Into a Workable Split
Turn a turf war over a shared project into a split both sides accept.
- work Reframe a Colleague Complaint Into a Talking Point for Your Manager
Turn a grumble about a colleague into something your manager can act on.
- work Plan a Phased Rollout of a Return to Office Mandate Nobody on the Team Wants
Roll out an unpopular office mandate without losing the team's trust.
- work Reframe the Fear of Managing Former Peers Into a Simple First Month Checklist
Turn dread about managing your old peers into an actual plan.
- work Plan a Stakeholder Update Cadence for a Project That Stalled Without Anyone Noticing
Rebuild stakeholder trust in a project that slipped quietly off track.
- work Decide Whether to Promote Internally or Hire Externally
Work out whether to grow your own or bring in outside help.
- work Reframe a Cancelled Project Into a Case for Your Next Role
Stop a cancelled project reading as a mark against you.
- work Compare Two Software Vendor Proposals Using a Weighted Scoring Matrix
Turn two vendor pitches into one defensible decision, not a coin toss.
- work Translate a Technical Roadmap Into a Board-Ready Risk Narrative
Turn your engineering roadmap into risk a board will actually act on.
- work Critique a Restructuring Announcement Before It Goes Out to the Team
Catch what a restructuring announcement gets wrong before employees do.
- work Compare Planning Poker and T-Shirt Sizing for Your Next Sprint
Pick the right sprint estimation method before the debate eats the meeting.
- work Critique Your Draft Reply Before You Send It to Someone Who Outranks You
Check your reply for confidence before it reaches someone senior.
- work Plan Your First Project Kickoff Agenda and RACI Table
Walk into your first kickoff meeting with the agenda already sorted.
- work Reframe Your Reaction to Being Talked About at Work
Work out if office gossip about you actually needs a response.
- work Decide Which of Two Candidates to Recommend for Promotion
Work through a genuinely close promotion decision before you recommend one.
- work Reframe a Passive-Aggressive Email Before You Reply to It
Work out what a passive-aggressive email actually wants before you reply.
- work Turn a Missed Promotion Into a Concrete Three-Month Plan
Turn getting passed over for promotion into a plan, not a spiral.
- work Plan a Difficult Team Restructuring Conversation Before You Have It
Script a restructuring conversation so it lands honestly, not in panic.
- work Summarise a Quarter's Worth of One-to-One Notes Into a Development Plan
Turn a quarter of scattered one-to-one notes into a real development plan.
- work Decide Whether to Escalate a Missed Deadline to Your Manager
Work out if a slipping deadline needs your manager to know today.
- work Summarise a Failed Product Launch Into a Postmortem for Leadership
Write the postmortem that actually explains what went wrong, without the blame.
- work Translate a Board-Level Ask Into an Engineering Roadmap Trade Off
Turn a vague board ask into a roadmap trade-off your team can actually plan.
- work Critique a Restructuring Plan Before You Present It to the Board
Stress-test a restructuring plan before the board finds the hole in it.
- work Plan a Phased Rollout for a New Internal Tool
Roll out a new tool in stages instead of forcing everyone in on day one.