Career Conversation Questions

Career Conversations provide the opportunity to speak with people who are currently working in a particular career field; this can be done in person, through email, virtually, or on the phone. You may also hear these referred to as “informational interviews.” 

  • Time frame: 30-45 minutes, depending upon the availability of the person you’re meeting
  • Goal: speak with professionals about their job and career field or the organization for which they work.

Specific Job and Role Insights

Responsibilities and Daily Tasks:

  • What is your exact title? 
  • What was your title when you first started here?
  • Can you detail the key responsibilities and tasks integral to your role?
  • What is a typical day like in your job?
  • How do you handle time management and prioritize tasks in your job?
  • Are there any unexpected challenges or aspects of your role that might not be immediately evident?
  • To what extent do you interact with customers/clients?
  • How does your use of time vary? Are there busy and slow times, or is the work activity fairly constant?
  • Do you work individually or predominantly in groups or teams? 
  • How much flexibility do you have in determining how you perform your job?
  • Which other departments, functional units, or levels of the hierarchy do you regularly interact with?

Work Hours and Challenges:

  • What hours do you normally work? Are weekends or overtime common? Are the hours flexible?
  • What constraints, such as time and funding, make your job more difficult?
  • Are the time demands specific to this company, or would anyone in this career be expected to put in the same hours?
  • Do you ever bring work home with you?
  • Can you share any common challenges or obstacles faced in your job?
  • How do you navigate and overcome these challenges effectively?
  • What do you do if you cannot solve a problem on your own?
  • What social obligations go along with a job in this field?
  • How has your job affected your lifestyle?
  • What are the major frustrations of this job?
  • If you could change anything about your job, what would it be?
  • Is there a great deal of turnover in this job?
  • What interests you least about the job, and what creates the most stress?
  • What part of this job do you personally find most satisfying? 

Skills and Career Development:

  • What particular skills or talents are most essential to be effective in your job? How did you learn these skills?
  • What are the educational requirements for this job? What other types of credentials or licenses are required?
  • What continuous learning strategies do you recommend for career growth? 
  • What types of training do companies offer those entering this field?
  • How important is mentorship or networking for professional development in this field?
  • What skills or personal characteristics do you feel contribute most to success in this industry?
  • What is the most important thing that someone planning to enter this career should know?

Career Satisfaction and Growth Potential:

  • How is career satisfaction measured or gauged in this industry?
  • Can you provide insights into the potential for career advancement?
  • What do you find unique about your career field?
  • What sacrifices have you had to make to succeed in this field, and do you feel the sacrifices were worth it?
  • When people leave this career, what are the usual reasons? If you were to leave, what would be most likely to drive you away?

Preparing for this Career

  • Does your work relate to any experiences or studies you had in college?
  • How well did your college experiences prepare you for this job? 
  • What courses proved valuable in this career? Do you wish you had taken anything different or in addition?
  • How important are grades or GPA for obtaining a job in this field?
  • If you were entering this career today, would you change your preparation in any way to better facilitate entry?

Career Path and Advancement

Career Progression and Influences:

  • What motivated or inspired you to pursue this career path?
  • Were there specific experiences or mentors that significantly shaped your career?
  • What was your major in college?
  • What jobs and experiences have led you to your present position?
  • What aspects of your background have been the most helpful?
  • What other jobs can you get with the same background
  • Advancement and Future Aspirations:
    • How did you get where you are, and what are your long-range goals?
    • What were the keys to your career advancement?
    • Where do you see yourself advancing within this career in the foreseeable future?
    • What advice would you offer to someone seeking long-term growth in this industry?
    • If you could do things all over again, would you choose the same path for yourself? Why? What would you change?

General Questions About the Career Field

Industry Dynamics and Evolution:

  • What are the various jobs available in this field?
  • What is the employment outlook in your career field? 
  • How much demand is there for people in this career?
  • Are there any recent trends or innovations shaping the future of this field?
  • How does the adoption of new technologies impact job roles and industry practices?
  • What emerging sectors or niche areas are gaining significance within the industry?
  • Salary and Opportunity:
    • What is the typical entry-level salary in this field?
    • What are the salary ranges for higher levels in this occupation?
    • Is there a salary ceiling?
    • What parts of the country offer the best opportunities in this field?
    • Aside from visible compensation (money, fringe benefits, travel, etc.), what kinds of mental dividends (e.g., job satisfaction) does this career yield?
    • Career Growth and Outlook:
    • Which job roles or sectors are anticipated to experience substantial growth?
    • Are there shifts in job demands or skills required for career progression?
    • Can you outline potential career paths for individuals entering this field today?
      Market Impact and Future Predictions:
    • How do external factors like market trends or global events affect this industry?
    • Are there expected changes or disruptions on the horizon?
    • How does the industry adapt to economic shifts or changing consumer behaviors?
      Sustainability and Social Responsibility:
    • What initiatives does the industry undertake to promote sustainability?
    • How essential are ethical considerations in the industry’s practices?
    • How do companies prioritize social and environmental responsibility?

Company Insights and Culture

Company Values, Culture, Work Environment:

  • How do the company’s values and culture align with your professional goals?
  • What does the company do to contribute to its employees’ professional development?
  • How does the company foster diversity, equity, and inclusion in its practices?
  • What systems are in place to enable employees to give management feedback/suggestions?
  • How would you describe the atmosphere at the company? Is it fairly formal or more casual and informal?
  • How would you describe the morale of the people who work here?
  • Do you participate in many social activities with your co-workers?
  • Is there a basic philosophy of the company/organization? (e.g., people, service, or product-oriented business)?
  • What work-related values are most highly esteemed in this company (security, high income, variety, independence)?
  • What is the dress code here? Is it conservative or causal? Does the company have dress-down or casual days?
  • Innovation and Adaptability:
  • Share examples of how the company encourages innovation and creativity among its employees.
  • How does the company adapt to industry changes or technological advancements?
  • Professional Growth and Support:
  • Company Engagement and Positioning:
    • What made you choose this company over others within the industry?
    • How does the company differentiate itself from competitors?
    • What is the company’s relationship with the customers?
  • Future Outlook and Employee Development:
    • How optimistic are you about the company’s growth and your role within it?
    • What recent changes or initiatives have enhanced employee development?
    • How do you see the company fostering growth opportunities for its employees?

Advice for Career Changer

  • My current career is ________. How easy or difficult do you think it might be to make a transition from that field to your field?
  • The skills I use the most in my current career are _____. To what extent and in what ways do you think those skills are transferable to your field?     
  • What skills needed in your career field do you think someone in my current career might be lacking and need to develop?
  • What would be the best kind of training to get to make the transition to your field?
  • The things I like the best about my current career are _____. Will I find some of those same things if I switch to your field?
  • The things I dislike the most about my current career are ____. Will I encounter any of those same challenges in your field?
  • What sacrifices do you think I might have to make to switch to your career field?

General Advice and Referrals

  • What do you wish you’d known before you entered this field?
  • Do you know other people whom I might contact who have jobs similar to yours?
  • With the information you have about my education, skills, and experience, what other fields or jobs would you suggest I research before I make a final decision?
  • Do you have any advice for someone interested in this field/job?
  • What kinds of experience, paid or unpaid, would you encourage for anybody pursuing a career in this field?
  • If I am unable to obtain a position in this field, what other fields would you recommend I consider?
  • Do you have any special words of warning or encouragement as a result of your experience?
  • What qualifications would you be looking for if you were hiring for a position such as yours? Subordinate to yours? 
  • Do you have any written job descriptions for positions in your field/company?
  • Would you be willing to answer more questions by phone, email, or in person if I need additional advice in the future?
  • [If you feel comfortable and it seems appropriate]: Would you mind taking a look at my resume to see if you have any suggestions?
  • How would you react if you received a resume like mine for a position with this company?