How to Answer
The 64 Toughest
Interview
Questions
By friendly advice
THIS BOOK IS DESIGNED TO PROVIDE ACCURATE INFORMATION ON THE
SUBJECTS COVERED. HOWEVER, IT IS DONE WITH THE UNDERSTANDING THAT
THE PUBLISHER IS NOT ENGAGED IN RENDERING LEGAL, ACCOUNTING OR
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AND FOR ILLUSTRATIVE PURPOSES ONLY. ANY RESEMBLANCE TO ACTUAL
PERSONS OR COMPANIES IS PURELY COINCIDENTAL AND UNINTENTIONAL.
Dedication:
This report is dedicated to courage and knowledge,
the two qualities most needed
to succeed in any human challenge,
especially a job search.
64 Toughest Questions Page 1
Table of Contents
General Guidelines in Answering Interview Questions .....................................................3
Q1 Tell me about yourself. .......................................................................................5
Q2 What are your greatest strengths? .....................................................................6
Q3 What are your greatest weaknesses? ................................................................6
Q4 Tell me about something you did – or failed to do – that you now feel a little
ashamed of.........................................................................................................7
Q5 Why are you leaving (or did you leave) this position? ........................................8
Q6 The “Silent Treatment” .......................................................................................9
Q7 Why should I hire you?.......................................................................................9
Q8 Aren’t you overqualified for this position?.........................................................10
Q9 Where do you see yourself five years from now? ............................................11
Q10 Describe your ideal company, location and job................................................12
Q11 Why do you want to work at our company? .....................................................12
Q12 What are your career options right now? .........................................................12
Q13 Why have you been out of work so long? ........................................................13
Q14 Tell me honestly about the strong points and weak points of your boss
(company, management team, etc.)… .............................................................13
Q15 What good books have you read lately? ..........................................................14
Q16 Tell me about a situation when your work was criticized..................................14
Q17 What are your outside interest? .......................................................................15
Q18 The “Fatal Flaw” question.................................................................................15
Q19 How do you feel about reporting to a younger person (minority, woman, etc)?16
Q20 On confidential matters….................................................................................16
Q21 Would you lie for the company? .......................................................................17
Q22 Looking back, what would you do differently in your life? ................................17
Q23 Could you have done better in your last job? ...................................................18
Q24 Can you work under pressure? ........................................................................18
Q25 What makes you angry?...................................................................................18
Q26 Why aren’t you earning more money at this stage of your career?..................19
Q27 Who has inspired you in your life and why? .....................................................19
Q28 What was the toughest decision you ever had to make? .................................20
Q29 Tell me about the most boring job you’ve ever had..........................................20
Q30 Have you been absent from work more than a few days in any previous
position? ...........................................................................................................20
Q31 What changes would you make if you came on board?...................................21
Q32 I’m concerned that you don’t have as much experience as we’d like in….......21
Q33 How do you feel about working nights and weekends? ...................................22
Q34 Are you willing to relocate or travel? ................................................................23
Q35 Do you have the stomach to fire people? Have you had experience firing many
people?.............................................................................................................23
Q36 Why have you had so many jobs? ...................................................................24
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; etc................................................................25
Q38 What would you say to your boss if he’s crazy about an idea, but you think it
stinks? ..............................................................................................................25
64 Toughest Questions Page 2
Q39 How could you have improved your career progress? .....................................26
Q40 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? .......................26
Q41 You’ve been with your firm a long time. Won’t it be hard switching to a new
company?.........................................................................................................27
Q42 May I contact your present employer for a reference?.....................................27
Q43 Give me an example of your creativity (analytical skill…managing ability, etc.)
.................................................................................................................28
Q44 Where could you use some improvement? ......................................................28
Q45 What do you worry about? ...............................................................................28
Q46 How many hours a week do you normally work? .............................................28
Q47 What’s the most difficult part of being a (job title)?...........................................29
Q48 The “Hypothetical Problem”..............................................................................29
Q49 What was the toughest challenge you’ve ever faced? .....................................29
Q50 Have you consider starting your own business? ..............................................30
Q51 What are your goals? .......................................................................................31
Q52 What do you for when you hire people?...........................................................31
Q53 Sell me this stapler…(this pencil…this clock…or some other object on
interviewer’s desk)............................................................................................31
Q54 “The Salary Question” – How much money do you want? ...............................33
Q55 The Illegal Question .........................................................................................33
Q56 The “Secret” Illegal Question............................................................................34
Q57 What was the toughest part of your last job? ...................................................35
Q58 How do you define success…and how do you measure up to your own
definition?. ........................................................................................................35
Q59 “The Opinion Question” – What do you think about …Abortion…The
President…The Death Penalty…(or any other controversial subject)?............36
Q60 If you won $10 million lottery, would you still work? .........................................36
Q61 Looking back on your last position, have you done your best work? ...............37
Q62 Why should I hire you from the outside when I could promote someone from
within? ..............................................................................................................37
Q63 Tell me something negative you’ve heard about our company… ....................38
Q64 On a scale of one to ten, rate me as an interviewer.........................................38
64 Toughest Questions Page 3
General Guidelines
in Answering Interview Questions
Everyone is nervous on interviews. If you simply allow yourself to feel nervous, you'll do
much better. Remember also that it's difficult for the interviewer as well.
In general, be upbeat and positive. Never be negative.
Rehearse your answers and time them. Never talk for more than 2 minutes straight.
Don't try to memorize answers word for word. Use the answers shown here as a guide
only, and don't be afraid to include your own thoughts and words. To help you remember
key concepts, jot down and review a few key words for each answer. Rehearse your
answers frequently, and they will come to you naturally in interviews.
As you will read in the accompanying report, the single most important strategy in
interviewing, as in all phases of your job search, is what we call: "The Greatest
Executive Job Finding Secret." And that is...
Find out what people want, than show them how you can help them get it.
Find out what an employer wants most in his or her ideal candidate, then show how you
meet those qualifications.
In other words, you must match your abilities, with the needs of the employer. You must
sell what the buyer is buying. To do that, before you know what to emphasize in your
answers, you must find out what the buyer is buying... what he is looking for. And the
best way to do that is to ask a few questions yourself.
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