Questions to Ask a Mentor | Career Development

Mentorship is a powerful tool for career development. Getting the most from a mentor involves asking great questions. Get inspiration from the experts at Pearl!
Joey Alfano
Joey Alfano
Co-Founder
June 14, 2023
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A mentor is an experienced and trusted advisor who lends guidance, support, and knowledge to a less-experienced professional. The mentorship relationship typically involves a transfer of skills, knowledge, and insights from the mentor to the mentee, with the goal of helping the mentee succeed in their personal and professional endeavors.

Advantages of Mentorship

Mentorship can indeed be a powerful tool for career development. For the mentee, building a beneficial relationship with a mentor provides them with insight and guidance they would not otherwise gain on their own. Additionally, mentors can help to expand the mentee’s professional network and provide valuable tips or advice about certain paths or career opportunities that could be pursued.


Here are a few ways that a mentor could potentially provide value in career development:

Guidance and Direction

A mentor can offer valuable guidance and direction by sharing their own experiences, lessons learned, and career insights. They can help the mentee navigate the complexities of their field, make informed decisions, and set clear goals for their career development.

Expanded Network

Mentors often have extensive networks within their industry or profession. Through mentorship, mentees can gain access to this network, which can open doors to new opportunities, introductions, and connections that may not have been possible otherwise. Networking is a crucial aspect of career advancement, and a mentor can help mentees expand their professional circle.

Skill Development

Mentors can identify the key strengths and areas for improvement in their mentees. They can provide guidance on acquiring new skills, honing existing ones, and suggest relevant training or development opportunities. Mentors can also offer feedback and advice on specific projects or assignments, helping the mentee enhance their professional capabilities.

Expanded Perspectives

A mentor often brings a fresh perspective to the mentee's career development. They can provide alternative viewpoints, challenge assumptions, and encourage creative thinking. This exposure to different ways of approaching problems and opportunities can broaden the mentee's horizons and inspire innovative thinking in their own career path.

Questions to Ask a Mentor

At Pearl, we believe that getting the most out of the mentorship relationship involves asking great questions. Here are some examples of questions to ask your mentor about career development:


  • What do you wish you had known before embarking on your career journey?
  • What advice do you have for building community or getting noticed in the industry?
  • What obstacles should I be prepared to face as I progress along my career path?
  • What qualities, skills, or experiences do you believe are crucial for effective leadership?
  • How has this work progressed or changed since you started?
  • How can I best leverage my strengths and interests to reach my goals and aspirations?
  • What resources can you recommend for learning more about this profession or industry?
  • What are some of the greatest successes you've had in your career? Why?
  • Is there anything you could have done differently to accelerate professional success?
  • How would you define success in this field? How has that changed over time?
  • What things have inspired or motivated you most during your career?
  • Have you navigated any career changes or pivots? How did you handle those?


By asking your mentor thought-provoking, insightful questions to get their perspective and advice, you can create a mutually beneficial mentorship relationship that can help propel your career forward. Get inspired by the experts at Pearl and make sure you’re getting the most out of your mentor!

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