1

Describe your current job in detail. Title, responsibilities, team, environment, compensation. Be factual, not emotional.

Does this description match how you talk about your job?

2

Identify what’s genuinely good about your current work. The real benefits, not the story you tell others.

Are you taking these good things for granted?

3

Write about what drains or frustrates you about your current role. What do you avoid? What do you dread?

Are these dealbreakers or growing pains?

4

Trace your career path from the beginning. What job got you started? How did each move happen? Why?

What themes appear across your career choices?

5

Identify one major career decision you made. At the time, did it feel right or like desperation? In hindsight, was it good?

What does this teach you about how you make career moves?

6

Describe the career trajectory you’re currently on. If nothing changes, where will you be in 5 years? 10?

Does that future appeal to you or concern you?

7

Write about what you actually want — not what you think you should want. Career success, in your definition.

How different is that from your current path?

8

List 5 people whose careers you admire. What specifically do you admire about each one? What are they doing differently?

What do these examples have in common?

9

Define what ‘success’ means to you. Not money, status, or what others expect. What would feel like success to you personally?

How much of that have you already achieved?

10

Identify your core professional values. If you had to rank impact, autonomy, compensation, growth, relationships, and stability, what order?

Does your current job honor your top 3 values?

11

Think about your natural strengths and gifts. What do people ask you for help with? What comes easily to you?

Are you currently using these strengths in your work?

12

Describe your ideal workday from start to finish. Ignore practical constraints. What would you be doing? With whom? In what environment?

How different is that from your actual days?

13

Write about the person you’re becoming through your current work. Is that the person you want to become?

What kind of person does your ideal future career make of you?

14

Summarize what you’ve learned about what you actually want versus what you have. Where’s the alignment? Where’s the gap?

Is the gap fixable or does it require a bigger change?

15

Identify 3 different career paths that appeal to you. They can be within your current field or completely different. Research what each would require.

Which of these paths excites you most? Why?

16

For your top career option, list what you’d need to make that transition. Skills? Certifications? Experience? Network? Financial runway?

Which of these are within your control to build?

17

Create a 6-month exploration plan for your top career option. What would you research? Who would you talk to? What would you try?

Is this something you could realistically do in parallel with your current job?

18

Identify someone currently doing work that appeals to you. How can you learn about their path? Can you reach out for a conversation?

What questions would you ask them?

19

Explore your current role’s upside. Are there modifications, expansions, or pivots within your current job that would make it more aligned?

Could you be happier here with strategic changes?

20

Compare your options honestly. For each path you’re considering, write the best-case and worst-case scenarios.

Which risks feel worth taking? Which don’t?

21

Identify one small experiment you could run to test whether a career direction appeals to you. (A project, volunteer work, freelance gig, skill-building.)

When and how will you do this experiment?

22

Paint both futures clearly — the life if you stay and the life if you pivot.

Which future do you want more?

23

Teach your values framework to someone else — make your priorities explicit.

Which of these are in your control?

24

Identify what your ideal career requires — distil prerequisites into actionable steps.

Which fear would hurt you more to ignore?

25

Test your commitment — spend one week living as if you’d made the decision.

What will you do this month? This quarter?

26

Write your career non-negotiables — what you will and won’t compromise on.

How will you ask them?

27

Design your transition plan — whether staying or pivoting, map the first 90 days.

How does that identity compare to who you’re becoming now?

28

Document your career clarity — write it as a manifesto for your professional future.

Can you commit to this in the next 30 days?

29

Synthesise the shift — compare who you were on Day 1 to who you are now.

What do you know now that you didn’t know on Day 1?

30

You’ve achieved clarity about your career direction and what matters most. Declare your choice and the person you’re becoming. What’s your first bold move?

What commitment will anchor your decision in the weeks ahead?