How to Answer The 64 Toughest

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How to Answer The 64 Toughest
Interview Questions


Table of Contents 

Q1 Tell me about yourself

Q2 What are your greatest strengths?

Q3 What are your greatest weaknesses?

Q4 Tell me about something you did – or failed to do – that you now feel a little ashamed Of

Q5 Why are you leaving (or did you leave) this position?

Q6 The “Silent Treatment”

Q7 Why should I hire you?

Q8 Aren’t you overqualified for this position?

Q9 Where do you see yourself five years from now?

Q10 Describe your ideal company, location and job

Q11 Why do you want to work at our company?

Q12 What are your career options right now?

Q13 Why have you been out of work so long?

Q14 Tell me honestly about the strong points and weak points of your boss (company, management team, etc.)

Q15 What good books have you read lately?

Q16 Tell me about a situation when your work was criticized

Q17 What are your outside interest?

Q18 The “Fatal Flaw” question

Q19 How do you feel about reporting to a younger person (minority, woman, etc)

Q20 On confidential matters

Q21 Would you lie for the company?

Q22 Looking back, what would you do differently in your life?

Q23 Could you have done better in your last job?

Q24 Can you work under pressure?

Q25 What makes you angry?

Q26 Why aren’t you earning more money at this stage of your career?

Q27 Who has inspired you in your life and why?

Q28 What was the toughest decision you ever had to make?

Q29 Tell me about the most boring job you’ve ever had

Q30 Have you been absent from work more than a few days in any previous position?

Q31 What changes would you make if you came on board?

Q32 I’m concerned that you don’t have as much experience as we’d like in

Q33 How do you feel about working nights and weekends?

Q34 Are you willing to relocate or travel?

Q35 Do you have the stomach to fire people? Have you had experience firing many people?

Q36 Why have you had so many jobs?

Q37 What do you see as the proper role/mission of... ...a good (job title you’re seeking); ...a good manager; ...an executive in serving the community; ...a leading company in our industry;

Q38 What would you say to your boss if he’s crazy about an idea, but you think it stinks?

39 How could you have improved your career progress?

40 What would you do if a fellow executive on your own corporate level wasn’t pulling his/her weight...and this was hurting your department?

41 You’ve been with your firm a long time. Won’t it be hard switching to a new company?

42 May I contact your present employer for a reference?

43 Give me an example of your creativity (analytical skill...managing ability, etc.)

44 Where could you use some improvement?

45 What do you worry about?

46 How many hours a week do you normally work?

47 What’s the most difficult part of being a (job title)?

48 The “Hypothetical Problem”

49 What was the toughest challenge you’ve ever faced?

50 Have you consider starting your own business?

51 What are your goals?

52 What do you for when you hire people?

53 Sell me this stapler...(this pencil...this clock...or some other object on interviewer’s desk)

54 “The Salary Question” – How much money do you want?

55 The Illegal Question

56 The “Secret” Illegal Question

57 What was the toughest part of your last job?

58 How do you define success...and how do you measure up to your own definition?

59 “The Opinion Question” – What do you think about ...Abortion...The President...The Death Penalty...(or any other controversial subject)?

60 If you won $10 million lottery, would you still work?

61 Looking back on your last position, have you done your best work?

62 Why should I hire you from the outside when I could promote someone from within?

63 Tell me something negative you’ve heard about our company

64 On a scale of one to ten, rate me as an interviewer



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