Tough Interview Questions and How To Answer Them

Yvonne Kelly • February 24, 2021

13 Tough Interview Questions And How To Answer Them

Be prepared to encounter some or most of the following “tough questions” in your interview


1.“Why do you want to work here?”


To answer this question, you must have researched the company. You should reply with the company’s attributes as you see them. Cap your answer with reference to your belief that this can provide you with a stable and happy work environment—the interviewer’s company has that reputation—and that such an atmosphere would encourage your best work.


2.“What kind of experience do you have for this job?”


This is a perfect opportunity to sell yourself, but before you do, be sure you know what is most critical to the interviewer. The interviewer is not just looking for a competent lawyer; he or she is looking for someone who can contribute quickly to the current projects. When interviewing, companies invariably give everyone a broad picture of the job, but the person they hire will be a problem solver, someone who can contribute to the specific projects in the first six months. Only by asking will you identify the areas of your interviewer’s greatest urgency and therefore interest.


If you do not know the projects you will be involved within the first six months, you must ask. Level-headedness and analytical ability are respected, and you will naturally answer the question more appropriately


3.“What did you like/dislike about your last job?”


Most interviews start with a preamble by the interviewer about his company. Pay attention: this information will help you answer the question. In fact, any statement the interviewer makes about the job or corporation can be used to your advantage. Use this to highlight all the positives of your last job. criticising a prior employer is a warning flag that you could be a problem employee. Keep your answers short and positive.


4.”Why are you leaving your present position?”


If your current company is not meeting your expectations, you can often explain this in a positive way. “I need to be challenged to develop my potential further. I’m interested in additional responsibility and new opportunity, which unfortunately are limited at (name of current employer) because of (company size/limited product line/company restructuring or downsizing). The reputation and market focus of (name of prospective employer) offers many opportunities for someone with my training and experience. It’s the ideal environment I’ve been seeking.”


5.“How long would you stay with the company?”


The interviewer might be thinking of offering you a job. But, employers are aware that the marketplace is such that new hires often do not stay with the company for more than two years. Your reply might be: “I would really like to settle down with this company. As long as I am growing professionally, there is no reason for me to make a move.”


6. “Have you done the best work you are capable of doing?”


Say “yes” and the interviewer will think you’re a has-been. As with all these questions, personalise your work history and include the essence of this reply: “I’m proud of my professional achievements to date, but I believe the best is yet to come. I am always motivated to give my best efforts, and in any job there are always opportunities to contribute when one is alert.”


7. “How long would it take you to make a contribution to our company?”


Again, be sure to qualify the question: In what area does the interviewer need rapid contributions? You are best advised to answer this question with a question: “To help me answer, what do you anticipate my responsibilities will be during the first six or seven months?” You give yourself time to think while the interviewer concentrates on images of you working for the company.


8. “What would you like to be doing five years from now?”


The safest answer contains a desire to be regarded as a true professional and team player. As far as promotion, that depends on finding a manager with whom you can grow. Of course, you will ask what opportunities exist within the company before being any more specific: “From what I know and what you have told me about the growth here, it seems operations is where you need the effort and where I could contribute most toward the company’s goals.”


9. “What are your biggest accomplishments?”


Keep your answers job-related, a number of achievements should spring to mind. Do not exaggerate contributions to major projects. You might begin your reply with: “Although I feel my biggest accomplishments are ahead of me, I am proud of my involvement with…I made my contribution as part of that team and learned a lot in the process. We did it with hard work, concentration, and an eye for the bottom line.”


10. “Can you work under pressure?”


You might be tempted to give a simple yes or no answer, but don’t. It reveals nothing and you lose the opportunity to sell your skills and value profiles. Actually, this common question comes from an unskilled interviewer, because it is closed-ended. As such, it does not give you the chance to elaborate. Whenever you are asked one of these, provide a brief yet comprehensive answer and seize the opportunity to sell yourself. For example, you could say: “Yes, I usually find it stimulating. However, I believe in planning and time management in order to reduce panic deadlines within my area of responsibility.”


11. “What are you looking for in your next job?”


Avoid saying what you want the company to give you. You must say what you want in terms of what you can give to your employer. The key word in the following example is “contribution”: “My experience at the XYZ Corporation has shown me I have a talent for motivating people. This is demonstrated by my team’s absenteeism dropping 20%, turnover steadying at 10 percent, and production increasing 12%. I am looking for an opportunity to continue that kind of contribution, and a company and supervisor who will help me develop in a professional manner.”


12.”Describe a difficult problem you’ve had to deal with.”


This is a favourite tough question. It is designed to probe your professional profile; specifically, your analytical skills: “Well, I always follow a five-step format with a difficult problem. One, I stand back and examine the problem. Two, I recognise the problem as the symptom of other, perhaps hidden, factors. Three, I make a list of possible solutions to the problem. Four, I weigh both the consequences and cost of each solution and determine the best solution. And five, I go to my boss, outline the problem, make my recommendation, and ask for my supervisor’s advice and approval.” Then give an example of a problem and your solution.


13 “What would your references say?”


You have nothing to lose by being positive. If you demonstrate how well you and your boss get along, the interviewer does not have to ask, “What do you dislike about your current manager?” Any job offer is always subject to satisfactory reference.



By Mared Roberts September 12, 2025
Keane McDonald is delighted to partner exclusively with Bright, a leading provider of innovative software for accounting, payroll, tax and practice management. Bright is seeking a motivated Legal Counsel to join their team on a 12-month interim basis to cover maternity leave.
By Malwina Kempa September 11, 2025
We’re looking for an organised and proactive Administrative Assistant to join a busy tax firm. This is a permanent, fully onsite role based in Dublin city. If you’re organised, client-focused, and enjoy being the go-to person who keeps everything running smoothly, we’d love to hear from you.
By Yvonne Kelly September 11, 2025
We’re looking for an experienced and commercially minded Senior Associate, on behalf of our client, to join their Sydney office. With at least 5+ years’ post-admission experience in private practice, you bring sound judgment, initiative, and a practical approach to solving legal and commercial problems. You’re confident leading complex matters, mentoring junior lawyers, and working directly with clients across a wide range of industries. The Role In this role you will work closely with clients, with the support of a paralegal, to: Lead high-quality commercial and corporate matters end-to-end Draft and review agreements including leases, shareholder agreements, service contracts, and T&Cs Advise clients on governance, structuring, capital raising, and risk Support and mentor junior lawyers and paralegals Help foster a culture of excellence, accountability, and collaboration If you’re seeking more meaningful client work, better work-life balance, and a clear growth path, we’d love to hear from you. Apply now or reach out for a confidential conversation. For more information, please contact Yvonne Kelly in strict confidence 📞: +61 405216810 ✉️: ykelly@keanemcdonald.com Absolute discretion is assured.
By Yvonne Kelly September 11, 2025
Our client is looking for a confident, capable Associate to join their growing Commercial team. The Ideal Candidate You have at least 3 years PQE You have a passion for Commercial Law and love finding proactive solutions You enjoy working closely with clients, leading matters from start to finish You’ll take ownership of timelines, develop strong client relationships, and contribute meaningfully to a collaborative, high-performing team culture. About the Role In this role, you’ll work closely with clients, with the support of a paralegal and direct guidance from a senior leader. You’ll be drafting and reviewing a wide range of documents including: Commercial leases and service agreements Employment contracts and policies Licensing and IP agreements Capital raising and governance docs Terms and conditions Interested? If you’re seeking more meaningful client work, better work-life balance, and a clear growth path, we’d love to hear from you. Apply now or reach out for a confidential conversation. For more information, please contact Yvonne Kelly in strict confidence 📞: +61 405216810 ✉️: ykelly@keanemcdonald.com Absolute discretion is assured.
By Mared Roberts September 10, 2025
A highly regarded law firm in Dublin is looking for a new Knowledge Lawyer (Professional Support Lawyer). The role is to support this hugely successful Corporate Practice, ideally suited to an experienced lawyer who has a keen interest in information as well as training and development, who enjoys a law firm environment and has a natural ability to communicate with people at all levels. This role will sit in the corporate practice but also be part of a collegiate knowledge management team. The role can be full time or 4 days. The role: Work with the Corporate Partners and the Knowledge Management team in ensuring that the offering is a core part of their client service and business development strategy Assist with the execution of key content projects and knowledge initiatives Develop, review and update precedents and practice tools on an ongoing basis Design and delivery of training courses and materials You will keep up-to-date with current trends in the areas of Corporate Law and understand their practical application The candidate: A qualified solicitor with experience in private practice, preferably in a larger firm Minimum 3-5 years’ experience in Corporate Law A technically strong lawyer with a keen interest in Knowledge and continuous development Excellent interpersonal skills with confidence to deal with all levels Forward-thinking, open to innovation and new ideas This is a great opportunity for a lawyer who enjoys working in a law firm environment but would like to focus on aspects other than billing. This opportunity comes with flexibility and the potential of a 4 day week for the right candidate. Interested applicants should contact Mared Roberts in strict confidence on +353 1 6392924 or send your CV to mroberts@keanemcdonald.com. Absolute discretion is assured.
By Mared Robers September 10, 2025
We are recruiting on behalf of a leading insurance business that is seeking an additional Lawyer to join their legal team for a fixed term contract (12 months). The organisation has a reputation for investing in the growth and development of its people, having attracted a team of top talent from within the industry.
By Mared Roberts September 10, 2025
Join a top-tier law firm as Data Privacy Manager and take the lead on GDPR, privacy compliance and risk management. A fantastic opportunity to shape strategy and act as the firm’s expert on data protection within a supportive hybrid working environment.
Legal Counsel – Corporate/Commercial -  Dublin, Ireland
By Mared Roberts September 10, 2025
We are working closely with a leading business in Ireland that is looking to appoint an experienced and commercially minded Legal Counsel to join its high-performing team in Dublin. This is a great opportunity to work within a well-regarded company in a varied role, supporting strategic and operational areas of the business. You will advise on a wide range of commercial and corporate matters, including drafting and negotiating complex agreements. You will also provide input on M&A and joint ventures, as well as support on corporate governance, regulation and compliance. The ideal candidate: · At least 2-4 years’ PQE with a strong grounding in corporate/commercial law. · Qualified in Ireland with top tier or international law firm experience. · A collaborative approach and sound commercial judgment. · The ability to work independently and manage multiple priorities. This is a dynamic environment with strong leadership, good flexibility and exciting long-term prospects for an ambitious lawyer. For more details or to express an interest, please contact Mared Roberts for a confidential conversation on +353 16392924 or send a CV to mroberts@keanemcdonald.com . Absolute discretion is assured. We support and promote diversity and inclusion in the recruitment process.
By Mia Barry September 10, 2025
A great opportunity has arisen with a growing Commercial Property practice based in Dublin. The Property team cover all aspects of real estate work and you will get to manage a diverse commercial client portfolio. The firm offers an innovative and collaborative environment, and pride themselves on being clear and communicative and have a nice team based approach. They want you to succeed and will work with you to enable you to continue to learn and develop. The firm has superb business support areas and facilities and training. You will be a qualified lawyer with 2+ years’ PQE in Property law with a leading firm. You will strive for excellence in all aspects of your profession. You will thrive in a collegiate team environment built on excellent communication. You will have a commercial outlook and enjoy building and nurturing client relationships. If you are seeking a supportive firm with a fantastic network to help you thrive as a real estate lawyer, then this opportunity is for you.  Interested applicants should contact Mia Barry in strict confidence on +353 87 6021890 or email mbarry@keanemcdonald.com . Absolute discretion is assured.
By Mared Roberts September 10, 2025
A major international firm in Dublin is seeking to hire an outstanding finance lawyer to join their global Finance Group. This is a great opportunity for someone who is keen to join a progressive and supportive firm with clear career prospects and an exciting international platform. The Finance Group assists clients across a wide range of transactions and although there is a focus on structured finance, the firm is interested in speaking with candidates from a General Banking background, as well as Capital Markets and/or Finance. There are very good future career prospects within the team. The firm has an impressive team of lawyers who are highly regarded in the market for their expertise and integrity. The firm takes great care when making a hire to ensure their collaborative and transparent culture continues across the globe. The ideal person: You are a qualified solicitor with around 4 - 7 years’ PQE. You have experience in general banking and/or finance law. You strive for excellence in all aspects of your profession. You thrive in a team environment where everyone drives on to build client relationships and help to develop each other and the firm in every way. Interested applicants should contact Mared Roberts in strict confidence on +353 1 6392924 or send your CV to mroberts@keanemcdonald.com. Absolute discretion is assured.