Conversation Prep
You have a conversation coming and you know what you need to address. You’re less sure how to say it. This one-page prep sheet helps you get clear before you walk into the room.
Free resource
Something landed on your desk and you’re not sure whether it’s yours to handle or something to take upstairs. This one-page worksheet helps you think it through before you ask, so you either own it with confidence or escalate with a clear ask.
Escalating isn’t a failure, and owning a decision isn’t a risk you take alone. The goal is to know which one this is. Give yourself ten minutes with these questions before you send the message or book the meeting.
What happened, in one or two sentences? Stick to what you saw or heard, not what you think it means.
What decision is actually being asked for? Not the whole situation. The specific call that needs to be made.
What would “resolved” look like?
Whose decision is this? Is it within my role, my project, my budget, my authority?
Who else is affected, and who needs to know? Needing to know is not the same as needing to decide.
What do I already know? Facts, history, what’s been tried, what’s happened before in similar situations.
What am I assuming? Which of the above haven’t I actually confirmed?
What would I do if I couldn’t escalate? Write down your answer, even if you’re not sure of it.
What’s the cost of waiting? For the people involved, the work, the timeline, the relationship.
What’s the risk if I get this wrong? Is it easy to reverse, or hard to undo?
If I escalate, what exactly am I asking for? A decision, information, permission, support, or a heads-up?
What’s my recommendation? Bring one, even if it’s tentative.
When do I need an answer, and what happens if it waits?
One last check: whichever way you go, can you explain your reasoning in two sentences? If yes, you’re ready.
You have a conversation coming and you know what you need to address. You’re less sure how to say it. This one-page prep sheet helps you get clear before you walk into the room.
There’s a conversation you’ve been putting off, or one you know is coming and can’t avoid. This field guide helps you prepare, start, stay steady in the middle, and follow through after.
You need something from someone above you: a decision, a deliverable, support, or the chance to disagree. This toolkit helps you ask clearly, push back respectfully, and build a working relationship that can handle both.