Questions to ask your mentor

(1) Can you tell me about your career journey? How did you get to were you are now? 

(2) What’s something you wish you’d known at the beginning of your career? 

(3) What do you think are the most important skills in your job/industry? 

(4) What makes a good coworker to you? 

(5) How did you develop your skills at school/University? 

(6) What’s the most challenging part of your job? 

(7) What’s your career goals going forward? 

(8) What is the work/life balance like in your industry? 

(9) Did you expect to be doing what you are now 5 years ago? 

(10) How have you handled difficult people during your career? 

(11) What do you consider my strengths? My weaknesses? 

(12) Do you have any books or resources you recommend? 

(13) Do you have any advice on how to deal with nervousness during interviews? 

(14) What ways do you think are best to build relationships within a team? 

(15) Have you ever had a mentor? 

(16) Why did you become a mentor? 

(17) Do have any advice on how to be a good leader? 

(18) What is one time you are glad you took a risk? 

(19) How do you deal with low motivation? 

(20) Have you ever had imposter syndrome? How did you overcome it? 

(21) What hard choices have you faced in your career? 

(22) I’ve been having X issue. Do you have any advice on how to deal with it? 

(23) What is the hardest interview question you have ever been asked? 

(24) Would you mind taking a look at my CV and telling me how I might improve? 

(25) How can I show you I am committed to this mentorship? How can I be a good mentee? 

(26) How do I make myself competitive for your industry? 

(27) Do you think the industry is likely to change in the next 5-10 years? How? 

(28) Who has inspired you during your career? 

(29) What are your current goals? 

(30) What are the biggest mistakes newbies to your industry make? 

(31) Is there any popular employability or interview advice you disagree with? 

(32) Why did you choose to work for your current company? 

(33) Was there any other industry you considered? 

(34) How can I best prepare for our meetings? 

(35) Do you have any advice on networking? 

(36) What are your favourite podcasts? 

(37) How do you think is best to deal with feedback? How do you know the difference between constructive criticism and no constructive criticism? 

(38) How do people dress in your industry? Are certain clothes considered unprofessional? 

(39) What is diversity like in your company? Have you found it to be an inclusive place?

(40) What was your first job? What did you learn from it? 

(41) How do you decide when a risk is worth it? 

(42) What do you think success means in your industry? 

(43) Do you think this industry is right for me? 

(44) Has your definition of success ever changed? 

(45) What has been your proudest career achievements? 

(46) What do you consider your leadership style to be? 

(47) Have you ever gotten a position your weren’t fully qualified for?

(48) How do you give a good presentation? 

(49) What do you think is an undervalued skill? 

(50) What do you hope to gain from our mentoring relationship?