Your skip level meeting is next week...

18 ways to look smart:

We’ve all been there, worrying about the meeting you have booked with your boss’s boss.

"What if I say the wrong thing?"
"Will my boss think I'm overstepping?"
"How do I come across as someone worth investing in?"

Clients ask me about this all the time, so I’ve got you covered 👇

These 18 questions will transform an awkward meeting into a game-changing career opportunity:
1. Which trends do you see as opportunities or threats for us?
2. What does success look like for our team in 18 months?
3. Where do you see the biggest opportunities for innovation in our team?
4. How does our team's work align with the broader 3-year vision for the company?
5. What skills do you see setting top performers apart in our organisation?
6. Which experiences have been most transformative in your career?
7. How can I add more value to the broader organisation?
8. What are the qualities that would make you fight to keep someone in your extended team?
9. How can I best support my direct manager's success?
10. What's the best way to disagree with you while keeping a strong relationship?
11. What keeps you energised and committed to our company's mission?
12. Which team achievements are you most proud of?
13. How do you measure the health of our team culture?
14. What's one thing our team does that we should stop doing?
15. Where do you see the most friction in cross-team collaboration?
16. What feedback can I offer to help you be more effective?
17. What's a common misunderstanding about our department's role?
18. How do you balance short-term wins with long-term investments?

Pro tip: Pick 3-4 questions that match your career goals and your team's context right now.

Great conversations unlock doors you never knew existed.

Your next skip-level meeting might just be the key to your next breakthrough.