topic
Leadership prompts
Feedback, 1:1s, team decisions, the conversation you're avoiding.
619 prompts live in leadership next drop in 09:42
- work Decide Whether to Restructure a Team During a Reorg
Work out if your team genuinely needs restructuring, or the reorg just wants it to.
- work Plan a Return-to-Office Announcement That Doesn't Cause a Revolt
Plan a return-to-office announcement that survives the all-staff channel.
- work Reframe Negative Feedback From Your Manager Into an Action Plan
Turn stinging feedback from your manager into a plan you can actually follow.
- work Generate a Difficult Conversation Script for an Underperforming Direct Report
Script the direct report conversation you have been putting off for a month.
- work Critique a Draft Performance Review Before You Send It
Catch the unfair, unsupported, or surprising lines before a review reaches an employee.
- work Compare Two Candidates From Interview Notes
Compare two final-round candidates by the evidence, not the vibe in the room.
- work Plan Your First 90 Days in a New Management Role
Plan your first 90 days managing a team without breaking anything by day ten.
- work Reframe Critical Feedback Before It Ruins Your Afternoon
Split the feedback that stings into what to act on and what to let go.
- work Reframe Pre-presentation Nerves Into a Useful Checklist
Turn presentation nerves into a checklist instead of a spiral.
- work Decide Whether to Escalate a Workplace Issue to HR
Work out if this goes to HR or stays a conversation.
- work Critique a Difficult Conversation Script Before You Deliver It
Stress test the difficult conversation before you actually have it.
- work Plan Your First 90 Days in a New Leadership Role
Build the first 90 days so you are not just reacting to whatever lands first.
- work Decide Whether to Escalate a Simmering Conflict With a Colleague
Work out if that ongoing friction with a colleague is worth raising.
- work Decide Whether to Escalate a Cross Team Blocker or Route Around It
Work out whether to escalate the blocker or just quietly build around it.
- work Critique a Project Plan for the Risk Nobody Has Named Yet
Find the risk everyone is thinking about but nobody has put in the register.
- work Plan a Difficult Conversation With a Colleague Before You Have It
Prepare for the conversation with your colleague before it turns into an ambush of feelings.
- work Reframe a Missed Promotion Without Spiralling Into a Verdict on Yourself
Stop one missed promotion rewriting your entire career story overnight.
- work Decide Whether to Escalate a Workplace Problem or Handle It Yourself
Work out if this is worth escalating or just handling quietly yourself.
- work Decide Whether to Raise an Issue With Your Manager or Let It Go
Work out if that annoying work thing is actually worth raising with your manager.
- work Decide Whether to Build, Buy, or Defer a Technical Capability
Get a straight build versus buy call instead of an endless debate.
- work Explain a Project Delay to Stakeholders Without Sounding Defensive
Explain a project slip without sounding like you are making excuses.
- work Reframe Feedback That Stung So You Can Actually Use It
Work out what part of that harsh feedback is actually worth keeping.
- work Plan a Difficult Feedback Conversation Before You Walk In
Walk into the difficult conversation with the opening line already written.
- work Reframe Feedback That Stung Into Something You Can Actually Use
Work out what part of that harsh feedback is actually worth acting on.