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Professional Development Questions

The career questions nobody asks in a performance review. Not where you're going. Where you actually are, and whether the scoreboard you're using still measures anything real.

36 questionsStart the conversation
01

Can you think of an example of a task you didn't do as well as you would have liked, and what factors may have contributed to that?

#Work
02

Have you taken full advantage of the opportunities offered to you?

#Opportunities
03

What kinds of tasks or situations would make you consider a change in jobs or career path?

#Work
04

Have I gotten any recognition of my work lately?

#Work
05

What talents do you possess?

#Skills
06

What tasks or situations do you often procrastinate on, even if they are important or necessary?

#Time Management#Work
07

What’s most important to you in your career?

#Work
08

What trends are happening right now?

#Change
09

What time of day can I be least reachable?

#Time Management
10

What kinds of meetings or situations do you find particularly challenging or difficult to handle, and why?

#Work
11

Can you think of a recent activity you enjoy doing that would surprise your younger self?

#Hobbies#Change
12

Does my job give me a chance to develop?

#Work
13

Looking back, what do you think your younger self could have worried less about and focused on more?

#Change
14

What does success mean to me?

#Success
15

Why am I actually doing my work?

#Work
16

Is there a task or activity that you find yourself fully immersed in and energized when doing?

#Work
17

Is there something you enjoy doing, even though you don't think you will ever become particularly skilled at it?

#Skills
18

Is there an activity that you feel particularly drawn to when on an extended vacation?

#Hobbies
19

What boundaries can we positively break?

#Boundaries
20

Which part of your work, if it suddenly got much better, would have the biggest impact on the outcome you seek?

#Work
21

Are there any situations or tasks that make you feel anxious or uneasy, causing a physical sensation in your stomach?

#Fear
22

Am I off center?

#Stress
23

What activities have you been drawn to since childhood and still find enjoyable?

#Hobbies
24

How are you spending your time?

#Time Management
25

Is my work meaningful to me?

#Work
26

What is the much more ambitious version of that?

27

Are you working hard on your career, or even your job, or are you letting bitterness and resentment hold you back and drag you down?

#Work
28

Am I playing the right game?

29

Have you lately felt flow moments?

#Hobbies#Work
30

How can I find happiness in my career?

#Work#Happiness
31

What change do you want to make? Why would this change benefit me?

#Change
32

How do you make sure you’re heading in the right direction?

33

What time of day am I most productive?

#Time Management
34

What was a recent project you enjoyed working on and would be interested in continuing to work on?

#Work#Hobbies
35

Have people who know you well ever mentioned any special strengths that they see in you?

#Hobbies#Kindness
36

What topic or activity are you particularly passionate about and can't stop talking about?

#Hobbies

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