101 Questions To Ask In One-On-Ones
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These questions come from Jason Evanish's fantastic post here: http://jasonevanish.com/2014/05/29/101-questions-to-ask-in-1-on-1s/
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Jason's business, Lighthouse, helps you manage your people better (including running better one-on-one's): https://getlighthouse.com/
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Short Term Goals
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How is [project] going? What could we do to make it better?
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Is there anything blocking you from getting your work done?
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Are there any projects you’d really like to work on if you were given the opportunity?
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What parts of your job would you like to deepen your skills in or get additional training in?
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Is any part of your project unclear or confusing?
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Long Term Goals
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What do you want to be doing in 5 years? 10 years? 3 years?
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What are your long term goals? Have you thought about them?
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Do you feel like you’re making progress on your big goals here? Why or why not?
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What’s one thing we could do today to help you with your long term goals?
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Do you feel we’re helping you advance your career at a pace you would like?
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Who do you really admire? Why? (People often admire those they want to become)
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If you had millions of dollars, what would you do every day?
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What are your super powers? What powers would you like to develop?
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What are your big dreams in life? Are you making progress on them?
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Could you see yourself making progress on more of your goals here? What would need to change to do so?
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What work are you doing here that you feel is most in line with your long term goals?
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Company Improvement
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What is the company not doing today that we should do to better compete in the market?
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What’s one thing we’d be *crazy* not to do in the next quarter to improve our product?
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How could we change our team meetings to be more effective?
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If you were CEO, what’s the first thing you’d change?
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Do you think our company is loyal to its employees? Why or why not?
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Are there any aspects of our culture you wish you could change?
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What are your favorite parts about our culture?
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Do you feel over-worked, under-worked, or just the right workload?
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Why do you think [employee who recently quit] left? What did they tell you?
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What would convince you to leave for a job somewhere else?
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Which company values do you like the most? Which the least? Why?
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What is the #1 Problem at our company? Why?
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Do you feel like you’re on the same page with your team? How often do you think you need meetings to ensure you stay that way?
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What do you think are the long term prospects of the company?
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How many hours a day do you feel you’re productive? How could we help you be more productive? Do you have the optimal workstation setup?
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How could we be more creative or innovative as a company?
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Self Improvement
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Do you feel challenged at work? Are you learning new things?
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What area of the company would you like to learn more about?
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What skills would you like to develop right now?
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Who in the company would you like to learn from? What do you want to learn?
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How do you prefer to receive feedback?
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Do you feel you’re getting enough feedback?
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What’s a recent situation you wish you handled differently? What would you change?
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What additional training or education would you like?
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Are there any roles in the company you’d like to learn more about?
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What do you think are the key skills for your role? How would you rate yourself for each of them?
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Is there an aspect of your job you would like more help or coaching?
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My Improvement
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What could I do to make your work easier?
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What do you like about my management style? What do you dislike?
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Would you like more or less direction from me on your work?
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What could I do to make you enjoy your work more?
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How can I better support you?
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What would you like to know about me?
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Is there a situation you’d like my help with?
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What is something I could do better? What is a criticism you have for me?
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Happiness
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Are you happy?
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Are you happy working here?
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Are you happy with your recent work? Why or why not?
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What would make you leave this job for another?
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What’s one thing we do to help you enjoy your job more?
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Is your job what you expected when you accepted it?
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What worries you?
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What’s on your mind?
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What’s not fun about working here? What do you enjoy most about working here?
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Who are you friends with at work?
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When was the time you enjoyed working here the most?
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What do you feel is your greatest accomplishment here?
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What’s something you feel is undervalued that you contribute to the team?
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What part of your job do you wish you didn’t have to do?
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Personal
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How are you? How is life outside of work?
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How do you feel your work/life balance is right now?
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How do you feel about your current compensation (salary and benefits)?
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What’s one thing we could change about work for you that would improve your personal life?
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If around a holiday: What did you do for [Holiday]? How was it?
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How are your parents/grandparents? Where do they live?
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If they have children: How is Ethan doing? (Ask something related to their age like starting school, playing sports, or other interests.)
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What do you like to do in your free time? What are your hobbies?
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What did you do for fun in the past that you haven’t had as much time for lately?
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What drives you? What motivates you to come to work each day?
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Team Relations
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Who on the team do you have the most difficulty working with? Why?
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How would you describe the work environment on the team? Is it more competitive or collaborative?
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How could we improve the ways our team works together?
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Who is kicking ass on the team? What have they done?
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Who do you admire on the team? Why?
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Do you feel your ideas are heard by the team and I?
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Who would you like to work more often with? Why?
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