01
Craft the three-minute update
Lead with outcomes the executive cares about, then your contribution.
Made for Engineers
Prepare for a Skip-Level Meeting
Also useful for: Engineering Managers
20 min
Intermediate
Engineer
Get Promoted
Career outcome:
Get Promoted
Prepare concise skip-level updates, questions, and career narratives.
We'll use them to write your prompt.
Completed ✓
Make Your Play
Give us the situation. We’ll build the prompt.
Skip-levels shape perception of your scope and judgment, preparation prevents rambling or oversharing.
Your answers save as you type.
What you'll do
This is the plan inside your prompt. Add your details first. Then follow these steps with ChatGPT or Claude.
02
Prepare strategic questions
Show curiosity about org priorities without fishing for gossip.
03
Design a manager-safe career ask
Share trajectory goals without creating a triangle conflict.
Make Your Play
Prepare for a Skip-Level Meeting
Tell us what the prompt needs to know
Start with the questions below. Each answer personalizes the playbook and builds the prompt you’ll use at the end.
Your situation
Your title and level band today.
Who you are meeting and their scope.
Team outcomes, your contribution, and anything sensitive to avoid.
0/10000
What you want them to know about your trajectory, without undermining your manager.
0/10000
How much live time you have with this executive.
This playbook was updated. Review your inputs before copying.
What you'll do
Check a step when you finish it.
01
Craft the three-minute update
Lead with outcomes the executive cares about, then your contribution.
02
Prepare strategic questions
Show curiosity about org priorities without fishing for gossip.
03
Design a manager-safe career ask
Share trajectory goals without creating a triangle conflict.
Fill in the fields above to generate your prompt preview.
Assembled prompt
Use this when
You have a skip-level with your manager's manager in the next 1-2 weeks.
You'll need
- Your role and level
- Skip-level exec
- Recent wins and context
- Career topic (optional)
- Meeting length
You'll get
- You can deliver your update in three minutes, ask two prepared strategic questions, and state a manager-safe career ask if relevant.
By the end of this playbook
You will have:
- You can deliver your update in three minutes, ask two prepared strategic questions, and state a manager-safe career ask if relevant.
Progress 1 of 3