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Terry Irwin

Terry Irwin

Performance improvement for companies and senior executives

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Article – Individual mentoring

Business mentoring – five key questions

A mentor should ask the following questions when interviewing a prospective mentee.

1. What do you truly want to be and do? 

This question is about aspiration and purpose – the reason why someone is doing what they are doing. The question also aims to ferret out the mentee’s commercial goals and broader objectives. For example, they might wish to succeed in business so that they can do more to help others. 

The answer to question 1 should reveal the mentee’s driving passion: what is it they do, or wish they could be great at doing?

2. What are you doing really well that is helping you get there? 

This question helps spotlight the mentee’s core strength and their ability to use it to pursue their goal. What is this person naturally good at doing? Detailed and standardised operations? Leading and motivating staff? Numbers? What is it that they do better than the average person, which can help them achieve their ambition?

3. What are you not doing well that is stopping you getting there? 

This is about facilitating an honest and critical assessment of the roadblocks, challenges or weaknesses that are hindering someone’s ability to meet the goal defined in their answer to question 1.

4. What will you do differently tomorrow to meet those challenges? 

Questions 2 and 3 help establish whether a prospective mentee is spending the right amount of time on the right things. You can’t measure progress just by how hard a person is working. Someone may have a great work ethic but fail to focus on the correct priorities. In that case, they are making good time – but they are lost. 

People also have a tendency to practise and repeat what they are already good at doing. It is human nature to show off your best side and hide weaknesses. A mentor should use this question to probe whether the mentee has the capacity to change behaviour. 

5. How can I help, and where do you need the most help? 

The answers to the first four questions – matched against areas where the mentor has particular strengths, relationships, or learning resources – should help determine how the mentor can best help someone achieve their goal.

I offer a one-to-one mentoring service to people who wish to enhance and progress their careers and those who want to become mentors themselves. For more details, call me on 020 7099 2621.

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Business mentoring – five key questions

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Individual mentoring

Do you feel you haven’t reached your full professional potential as a board member, senior executive or business owner? Or that improving your performance could help grow your company’s revenue?

Find out how you can deal with the roadblocks you face in pursuit of your goals, manage change better, feel more in control, and enjoy greater job satisfaction.

Read more about Individual mentoring

Related Case Study

How individual mentoring helped a lawyer launch a successful breakaway firm

Staffed by legal experts who had never run a business, the new firm was in dire need of an effective business development strategy …

Read more about How individual mentoring helped a lawyer launch a successful breakaway firm

Terry helps me focus on the key aspects of any given situation and offers useful, practical advice on the issue at hand.

Paul van der Walt,
Director of Commercial Operations,
Specsavers

Terry is a first class mentor. He’s quick to identify what’s important in any given situation and to focus his advice accordingly. He’s helped me be more disciplined in my planning – something that has proved to be highly successful. Terry is also a deft and experienced negotiator, and has much to teach about maintaining both a firm position and friendly relations with the other party. He also helped me raise my networking capability to the next level.

Geoffrey Bothamley,
Business Development Manager,
Foster Wheeler Energy

Terry’s extensive international experience as an executive leader comes to the fore in his coaching and mentoring at the inflection points in one’s business life. He continues to be inspirational in provoking personal challenge and positive reinvention.

Damian Broadbent,
MD and CEO,
CSI Leasing Asia Pacific
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