This document is based on my experience in different companies and the templates I used there

(this will help me know you better and understand the type of challenges you like, your motivations).

Tell me in 10 minutes about your career so far. 

• What jobs did you enjoy the most?.

• Where did you learn more and why?.

• How and when did you know it was the moment to change career? (if applicable)

• Tell me a challenge you are proud of.

(This will help me understand your motivations, for example. If you tell me that you want to be a Tech lead or a manager, that's useful information but it's more important to understand why, what motivates you. In this way I can guide you, I can give you opportunities and help you because becoming a manager or tech lead is the final outcome of a long process).

• Desire to influence

• Desire for authority

• Desire for prestige / acknowledgement / appreciation / status

• Desire for growth & mastery

• Desire for autonomy

• Desire to do something meaningful

• Compensation

• What is it about working at Company  that still appeals to you? What challenges do you continue to face?

• What excites you most about your role? What would you like more /less of?

• How does your role today link to your future goals?

• What new skills would you like to develop?

• What opportunities are you aware of?

• How do you enjoy working with this team? (Address any issues that may come up.)

• Are you still learning and growing in this role?

• How can I make this current role more interesting/challenging for you? 

• How can I best help you in your current role?

• What type of opportunities are you looking for?

• What task or project type would you like to do more frequently in the future?

• What does ultimate success look like for you in the next year? What about three years from now?

• What do you see yourself doing 3-5 years from now? 

• How do you plan to get from here to there?

• Do you see yourself staying at Company? If not, how can I help you ?

• If money or your current skills weren't an issue, what would be your dream role?.

(Using grow)

Goal: What do you want?

Establish what the team member really wants to achieve with their career.

|________________________________________________________________________|

Sample questions to ask:

• "Where do you see yourself in one, five, and ten years?"

• "What are your interests, values, and motivations?"

Reality: What's happening now? 

Establish the team member's understanding of their current role and skills.

|________________________________________________________________________|

Sample questions to ask:

• "What are the most rewarding or frustrating aspects of your current role?"

• "Do you feel challenged or stretched in your current role? What would make it more challenging? What isn't challenging you?"

• "What feedback have you received from other people on your strengths and weaknesses?"

Options: What could you do? 

Generate multiple options for closing the gap from goal to reality.

|________________________________________________________________________|

Sample questions to ask:

• "What can you do right now to further develop skills that would be useful in reaching that goal we talked about earlier?"

• "What stretch assignments, big projects, or experiences could you pursue?"

• "What networking or mentorship options are there?"

Will: What will you do?

Identify achievable steps to move from reality to goal.

|________________________________________________________________________|

Sample questions to ask: 

• "What will you do? By when?"

• "What resources would be useful? What skills will help you get there?"