5 Questions to Ask During an Informational Interview
- Dr. Kristy Taylor, Certified Career Coach

- 3 days ago
- 4 min read

An informational interview can be one of the most valuable tools in your job search or career transition, yet many professionals are unsure how to approach it. Some worry about saying the wrong thing. Others feel uncomfortable reaching out or do not know what questions to ask once the conversation begins.
The truth is, an informational interview is not about impressing someone or asking for a job. It is about learning, building relationships, and gaining clarity about your career direction. When you ask thoughtful questions, you show curiosity, professionalism, and respect for the other person’s experience.
If you are preparing for an informational interview, the right questions can turn a simple conversation into a meaningful connection that supports your long-term career goals.
How to Prepare for an Informational Interview Before You Ask Questions
Preparation is what separates an average conversation from a productive one. Before scheduling an informational interview, take time to understand who you are speaking with and why their experience is relevant to your goals.
Start by reviewing their professional background. Look at their role, career path, and industry experience. Think about what you want to learn from them and how their insight can help you make more informed decisions.
You do not need a long list of questions. What matters is asking questions that encourage conversation and provide practical insight. Preparation shows respect for the other person’s time and helps you feel more confident during the discussion.
5 Questions to Ask During an Informational Interview
The goal of an informational interview is not to gather generic information. It is to gain perspective from someone who has real-world experience in the field or role you are exploring.
Here are five questions that consistently lead to valuable conversations.
1. What does a typical day or week look like in your role?
Job descriptions often provide a broad overview of responsibilities, but they rarely capture the full picture of daily work. This question helps you understand how the role functions in practice.
You may learn about workload expectations, team dynamics, or challenges that are not visible from the outside. These insights help you decide whether the role aligns with your interests and strengths.
2. What skills or experiences have been most valuable in your career?
This question shifts the conversation from job titles to capabilities. It helps you identify the skills that truly drive success in a specific role or industry.
You may discover that communication, problem-solving, or adaptability matters just as much as technical knowledge. This information can guide your professional development and help you focus on the skills that will make you more competitive.
3. What challenges do people in this field often face?
Every role comes with challenges. Understanding those challenges ahead of time prepares you to navigate them more effectively.
This question also demonstrates maturity. It shows that you are not just interested in the positive aspects of a role, but also in the realities of the work environment.
You might learn about workload pressures, changing expectations, or industry trends that affect performance. These insights help you approach your career decisions with greater awareness.
4. How did you get started in this field, and what steps would you recommend for someone entering now?
Career paths are rarely linear. Hearing someone’s journey can provide clarity and reassurance, especially if you are transitioning into a new role or industry.
This question often leads to practical advice about certifications, networking strategies, or experiences that helped them grow. It also helps you understand how the field has evolved and what employers value today.
5. Is there anyone else you recommend I connect with?
This is one of the most powerful questions you can ask during an informational interview. It naturally expands your network and introduces you to new perspectives.
Most professionals are willing to make introductions when they see genuine interest and professionalism. One conversation can lead to another, and over time, those connections can create new opportunities.
What to Avoid Saying During an Informational Interview
While an informational interview is meant to be informal, professionalism still matters. Certain behaviors can unintentionally create pressure or leave a negative impression.
For example, directly asking for a job during the conversation can shift the tone and make the interaction uncomfortable. Instead, focus on learning and relationship-building.
Other common mistakes include:
Arriving unprepared
Talking more than listening
Ignoring time limits
Asking questions that can easily be answered online
Keeping the conversation respectful and focused helps build trust and credibility.
How to Follow Up After an Informational Interview
Your interaction does not end when the conversation is over. Following up is an important step in maintaining the relationship.
Send a short thank-you message within 24 hours. Mention something specific you learned from the conversation and express appreciation for their time. This shows professionalism and reinforces the connection.
You can also stay in touch periodically by sharing updates about your progress or thanking them again if their advice helped you make a decision. Small gestures like these help relationships grow over time.
Here is a simple example of a follow-up message:
Hi [Name],
Thank you again for taking the time to speak with me today. I really appreciated your insights about transitioning into project management, especially your advice on gaining hands-on experience through smaller projects.
Our conversation gave me a clearer understanding of the skills I should focus on as I continue exploring this path. I am grateful for your time and guidance.
Sincerely
[Your Name]
Turning an Informational Interview Into a Long-Term Opportunity
An informational interview is not about immediate results. It is about building relationships, gaining insight, and positioning yourself for future opportunities.
When you approach an informational interview with curiosity and preparation, you create conversations that are meaningful and memorable. Over time, those conversations can lead to referrals, mentorship, and greater clarity about your career direction.
For many professionals, the challenge is not starting the conversation. It is knowing how to connect those conversations to a clear plan. Understanding who to reach out to, what to ask, and how to position your experience can make the difference between feeling stuck and moving forward with confidence.
That is where guidance and structure can be helpful.
WORxK Solutions Founder Dr. Kristy Taylor’s career coaching programs are designed to support professionals who want to be more intentional about their next steps.
If you are ready to approach your career with more clarity and direction, you can learn more about Dr. Taylor’s coaching programs here: https://www.worxksolutions.com/coaching




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