How to Answer The 64 Toughest Interview Questions
Table ofContents
GeneralGuidelines in Answering Interview Questions3
Q1 Tellme about yourself5
Q2 Whatare your greatest strengths?6
Q3 Whatare your greatest weaknesses?6
Q4 Tellme about something you did – or failed to do – that you now feel a littleashamed of7
Q5 Whyare you leaving (or did you leave) this position?8
Q6 The“Silent Treatment”9
Q7 Whyshould I hire you?9
Q8 Aren’tyou overqualified for this position?10
Q9 Wheredo you see yourself five years from now?11
Q10Describe your ideal company, location and job12
Q11 Whydo you want to work at our company?12
Q12 Whatare your career options right now?12
Q13 Whyhave you been out of work so long?13
Q14 Tellme honestly about the strong points and weak points of your boss (company,management team, etc)…13
Q15 Whatgood books have you read lately?14
Q16 Tellme about a situation when your work was criticized14
Q17 Whatare your outside interest?15
Q18 The“Fatal Flaw” question15
Q19 Howdo you feel about reporting to a younger person (minority, woman, etc)?16
Q20 Onconfidential matters…16
Q21 Wouldyou lie for the company?17
Q22Looking back, what would you do differently in your life?18
Q23 Couldyou have done better in your last job?18
Q24 Canyou work under pressure?18
Q25 Whatmakes you angry?19
Q26 Whyaren’t you earning more money at this stage of your career?19
Q27 Whohas inspired you in your life and why?19
Q28 Whatwas the toughest decision you ever had to make?20
Q29 Tellme about the most boring job you’ve ever had20
Q30 Haveyou been absent from work more than a few days in any previous position?20
Q31 Whatchanges would you make if you came on board?21
Q32 I’mconcerned that you don’t have as much experience as we’d like in…21
Q33 Howdo you feel about working nights and weekends?22
Q34 Areyou willing to relocate or travel?23
Q35 Doyou have the stomach to fire people? Have you had experience firing manypeople?24
Q36 Whyhave you had so many jobs?24
Q37 Whatdo 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 inour industry; etc25
Q38 Whatwould you say to your boss if he’s crazy about an idea, but you think itstinks?26
64Toughest Questions Page 1
Q39 Howcould you have improved your career progress?26
Q40 Whatwould you do if a fellow executive on your own corporate level wasn’t pullinghis/her weight…and this was hurting your department?27
Q41You’ve been with your firm a long time Won’t it be hard switching to a newcompany?27
Q42 May Icontact your present employer for a reference?28
Q43 Giveme an example of your creativity (analytical skill…managing ability, etc)28
Q44 Wherecould you use some improvement?28
Q45 Whatdo you worry about?28
Q46 Howmany hours a week do you normally work?29
Q47What’s the most difficult part of being a (job title)?29
Q48 The“Hypothetical Problem”29
Q49 Whatwas the toughest challenge you’ve ever faced?30
Q50 Haveyou consider starting your own business?30
Q51 Whatare your goals?31
Q52 Whatdo you for when you hire people?31
Q53 Sellme this stapler…(this pencil…this clock…or some other object on interviewer’sdesk)31
Q54 “TheSalary Question” – How much money do you want?33
Q55 TheIllegal Question33
Q56 The“Secret” Illegal Question34
Q57 Whatwas the toughest part of your last job?35
Q58 Howdo you define success…and how do you measure up to your own definition?35
Q59 “TheOpinion Question” – What do you think about …Abortion…The President…The DeathPenalty…(or any other controversial subject)?36
Q60 Ifyou won $10 million lottery, would you still work?36
Q61Looking back on your last position, have you done your best work?37
Q62 Whyshould I hire you from the outside when I could promote someone from within?37
Q63 Tellme something negative you’ve heard about our company…38
Q64 On ascale of one to ten, rate me as an interviewer38
Table ofContents
GeneralGuidelines in Answering Interview Questions3
Q1 Tellme about yourself5
Q2 Whatare your greatest strengths?6
Q3 Whatare your greatest weaknesses?6
Q4 Tellme about something you did – or failed to do – that you now feel a littleashamed of7
Q5 Whyare you leaving (or did you leave) this position?8
Q6 The“Silent Treatment”9
Q7 Whyshould I hire you?9
Q8 Aren’tyou overqualified for this position?10
Q9 Wheredo you see yourself five years from now?11
Q10Describe your ideal company, location and job12
Q11 Whydo you want to work at our company?12
Q12 Whatare your career options right now?12
Q13 Whyhave you been out of work so long?13
Q14 Tellme honestly about the strong points and weak points of your boss (company,management team, etc)…13
Q15 Whatgood books have you read lately?14
Q16 Tellme about a situation when your work was criticized14
Q17 Whatare your outside interest?15
Q18 The“Fatal Flaw” question15
Q19 Howdo you feel about reporting to a younger person (minority, woman, etc)?16
Q20 Onconfidential matters…16
Q21 Wouldyou lie for the company?17
Q22Looking back, what would you do differently in your life?18
Q23 Couldyou have done better in your last job?18
Q24 Canyou work under pressure?18
Q25 Whatmakes you angry?19
Q26 Whyaren’t you earning more money at this stage of your career?19
Q27 Whohas inspired you in your life and why?19
Q28 Whatwas the toughest decision you ever had to make?20
Q29 Tellme about the most boring job you’ve ever had20
Q30 Haveyou been absent from work more than a few days in any previous position?20
Q31 Whatchanges would you make if you came on board?21
Q32 I’mconcerned that you don’t have as much experience as we’d like in…21
Q33 Howdo you feel about working nights and weekends?22
Q34 Areyou willing to relocate or travel?23
Q35 Doyou have the stomach to fire people? Have you had experience firing manypeople?24
Q36 Whyhave you had so many jobs?24
Q37 Whatdo 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 inour industry; etc25
Q38 Whatwould you say to your boss if he’s crazy about an idea, but you think itstinks?26
64Toughest Questions Page 1
Q39 Howcould you have improved your career progress?26
Q40 Whatwould you do if a fellow executive on your own corporate level wasn’t pullinghis/her weight…and this was hurting your department?27
Q41You’ve been with your firm a long time Won’t it be hard switching to a newcompany?27
Q42 May Icontact your present employer for a reference?28
Q43 Giveme an example of your creativity (analytical skill…managing ability, etc)28
Q44 Wherecould you use some improvement?28
Q45 Whatdo you worry about?28
Q46 Howmany hours a week do you normally work?29
Q47What’s the most difficult part of being a (job title)?29
Q48 The“Hypothetical Problem”29
Q49 Whatwas the toughest challenge you’ve ever faced?30
Q50 Haveyou consider starting your own business?30
Q51 Whatare your goals?31
Q52 Whatdo you for when you hire people?31
Q53 Sellme this stapler…(this pencil…this clock…or some other object on interviewer’sdesk)31
Q54 “TheSalary Question” – How much money do you want?33
Q55 TheIllegal Question33
Q56 The“Secret” Illegal Question34
Q57 Whatwas the toughest part of your last job?35
Q58 Howdo you define success…and how do you measure up to your own definition?35
Q59 “TheOpinion Question” – What do you think about …Abortion…The President…The DeathPenalty…(or any other controversial subject)?36
Q60 Ifyou won $10 million lottery, would you still work?36
Q61Looking back on your last position, have you done your best work?37
Q62 Whyshould I hire you from the outside when I could promote someone from within?37
Q63 Tellme something negative you’ve heard about our company…38
Q64 On ascale of one to ten, rate me as an interviewer38
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