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6 Questions You Must Ask in Every One-on-One Meeting

6 Questions You Must Ask in Every One-on-One Meeting

One-on-one meetings are a vital component of effective team management and employee development in any professional setting. These meetings offer a unique opportunity for managers and employees to connect on a deeper level, beyond the hustle and bustle of daily tasks and team meetings. However, the true potential of these interactions is often untapped due to a lack of direction or purpose. The key to unlocking the value of one-on-one meetings lies in the questions asked. Thoughtful, well-crafted questions can steer the conversation towards meaningful insights, uncover hidden challenges, and foster a stronger manager-employee relationship.

In this blog, we will explore six essential questions that should be a part of every one-on-one meeting. These questions are designed not only to enhance the structure and efficiency of these meetings but also to deepen the understanding and connection between managers and their team members. By incorporating these questions into your one-on-one meetings, you can transform them into powerful tools for professional growth, team cohesion, and personal development.

Question 1: How Are You Feeling About Your Current Workload and Projects?

This question is crucial in understanding an employee’s perspective on their workload and current projects. It opens the door to discussions about job satisfaction, stress levels, and overall well-being, which are vital aspects of an employee’s professional life.

Understanding Employee Perspective

  • This question allows you to gauge how overwhelmed or under-challenged an employee might feel. It’s an opportunity to assess whether they are finding their work engaging and manageable.
  • It also helps in identifying if the employee feels they have the necessary resources and support to effectively handle their responsibilities.

Encouraging Honest Responses

  • To get genuine feedback, it’s important to create an atmosphere of trust. Assure the employee that their responses will be received with understanding and empathy.
  • Encourage them to be open and honest. Reiterate that this conversation is a safe space for them to express their true feelings without fear of negative repercussions.

Gauging Employee Satisfaction and Stress Levels

  • Listen attentively to understand not just the content of what they are saying, but also the emotions behind their words. Are they showing signs of burnout, or are they eager for more challenges?
  • Pay attention to non-verbal cues as well. Sometimes, body language or tone of voice can convey more than words.

Taking Action

  • Based on their responses, discuss potential adjustments or support that could be provided. This might include redistributing tasks, setting more realistic deadlines, or providing additional resources or training.
  • It’s important to follow up on the discussion with concrete actions. This shows the employee that their feedback is valued and taken seriously, which can significantly boost their morale and job satisfaction.

Question 2: What Challenges Are You Currently Facing?

This question delves into the specific obstacles and difficulties an employee might be encountering in their role. It’s a vital inquiry that can uncover hidden issues affecting their performance and job satisfaction.

Identifying Obstacles and Challenges

  • Asking about challenges shows that you are interested not just in their successes but also in understanding and helping to alleviate their struggles.
  • This question can reveal a range of issues, from technical or resource-related challenges to interpersonal conflicts or skill gaps.

Creating a Supportive Environment for Sharing

  • It’s crucial to foster an environment where employees feel comfortable being vulnerable. Assure them that discussing challenges is a normal part of professional growth and not a sign of weakness or incompetence.
  • Show empathy and understanding. Acknowledge that facing challenges is a natural aspect of any job and that you are there to support them.

Strategies for Encouraging Open Dialogue

  • Encourage specificity. Instead of general responses, guide them to articulate specific problems. This can be done by asking follow-up questions like, “Can you give me an example?” or “What aspect of this project is most challenging for you?”
  • Normalize the discussion of challenges. Share your own experiences with overcoming professional obstacles to show that everyone, regardless of their level, faces and overcomes difficulties.

Taking Action

  • Once the challenges are identified, work together to brainstorm potential solutions or ways to mitigate these issues.
  • Offer your support, whether it’s providing additional resources, offering guidance, or helping to mediate conflicts. Sometimes, just knowing that they have your support can significantly alleviate the stress an employee feels.


  • Make a note of the challenges discussed and revisit them in future meetings. This follow-up shows that you take their concerns seriously and are committed to helping them find long-term solutions.

Question 3: How Can I Better Support You in Your Role?

This question is essential for fostering a supportive work environment. It demonstrates a proactive approach to leadership, showing that you are not only interested in what your employees can do for the company but also in what the company, and specifically you as their manager, can do for them.

Demonstrating Willingness to Provide Support

  • Asking this question conveys that you are committed to your employee’s success and are willing to invest time and resources to help them achieve their goals.
  • It shows that you view the manager-employee relationship as a partnership, where both parties work together to overcome challenges and achieve success.

Encouraging a Two-Way Dialogue

  • This question opens up a dialogue where employees can express their needs, whether it’s for more resources, guidance, training, or even just more regular feedback on their performance.
  • It’s important to listen actively and openly, without judgment or defensiveness. The goal is to understand their perspective and needs genuinely.

Understanding Specific Needs and Expectations

  • Every employee is unique, with different needs, learning styles, and career aspirations. This question helps you tailor your support to each individual, making it more effective and appreciated.
  • Encourage them to be as specific as possible about the kind of support they need. It could range from needing more regular check-ins, assistance with certain tasks, or help with professional development opportunities.

Taking Action

  • Based on their feedback, discuss and agree on a plan of action. This might involve adjusting your management style, providing additional resources, or helping them connect with other opportunities within the organization.
  • It’s crucial to follow through on the commitments you make during this conversation. Failing to do so can erode trust and negatively impact your relationship with the employee.


  • In subsequent one-on-one meetings, revisit this topic to check if the support provided is effective or if it needs to be adjusted.
  • Continuously asking this question over time can lead to a deeper understanding of your employee’s evolving needs and how you can best support their growth and satisfaction at work.

Question 4: What Are Your Short-Term and Long-Term Career Goals?

This question is pivotal in aligning the employee’s personal aspirations with the organization’s objectives. It demonstrates your interest in their professional growth and development beyond their current role.

Understanding Career Aspirations

  • By asking about both short-term and long-term goals, you get a comprehensive view of what the employee is striving towards in the immediate future and down the road.
  • This question helps in identifying what motivates and drives the employee, which is crucial for keeping them engaged and satisfied in their work.

Aligning Goals with Team Objectives

  • Discuss how their personal goals can align with the team’s objectives. This alignment not only benefits the organization but also gives the employee a sense of purpose and contribution.
  • Understanding their goals allows you to identify opportunities within the team or organization that can help them progress towards these goals.

Supporting Professional Development

  • Based on their career goals, you can discuss and plan for appropriate professional development opportunities. This might include training programs, mentorship, or taking on new challenges within their current role.
  • Show your commitment to their growth by offering resources and guidance. This could involve helping them build a career development plan or connecting them with other professionals in their field of interest.

Encouraging Realistic and Achievable Goals

  • Help your employee set SMART (Specific, Measurable, Achievable, Relevant, Time-bound) goals. This approach ensures that their aspirations are realistic and attainable.
  • Discuss potential challenges they might face and how they can overcome them. This conversation can be a great opportunity to provide advice and share your own experiences.

Regular Check-Ins

  • Make it a point to revisit these goals in future one-on-one meetings. This not only shows that you remember and care about their aspirations but also helps keep the employee focused and accountable.
  • Regular discussions about their goals can also help in adjusting them as needed, based on changes in their personal interests or shifts in the organization.

Question 5: Do You Have Any Feedback or Suggestions for Improvements?

This question is integral to fostering a culture of continuous improvement and open communication within the team. It invites employees to share their insights and ideas, showing that their opinions are valued and considered.

Encouraging Employee Insights and Suggestions

  • By asking for feedback or suggestions, you acknowledge that employees have valuable insights that can contribute to the betterment of the team or organization.
  • This question empowers employees to voice their opinions and ideas, which can lead to innovative solutions and improvements.

Creating a Culture of Continuous Improvement

  • Regularly asking for feedback demonstrates a commitment to continuous improvement. It shows that you are always looking for ways to enhance processes, communication, and the overall work environment.
  • This approach can lead to significant positive changes over time, as it harnesses the collective intelligence and creativity of your team.

Ensuring Open and Honest Communication

  • It’s important to create an atmosphere where employees feel safe and comfortable sharing their thoughts. Assure them that their feedback is welcome and valuable, regardless of its nature.
  • Be receptive to their feedback, even if it’s critical. Responding defensively can discourage them from sharing openly in the future.

Taking Action on Feedback

  • Discuss how their suggestions can be implemented. If certain ideas are not feasible, explain why and encourage them to keep sharing their thoughts.
  • When you implement changes based on their feedback, acknowledge it. This recognition encourages a sense of ownership and pride in contributing to the team’s success.


  • In subsequent meetings, provide updates on any changes or improvements made based on their feedback. This follow-up shows that you take their input seriously and are committed to making real changes.
  • Continuously asking for feedback keeps the lines of communication open and reinforces the idea that everyone has a role to play in the team’s success.

Question 6: What Are Your Key Priorities Until Our Next Meeting?

This question is crucial for helping employees focus on their most important tasks and set clear, achievable goals. It encourages them to think strategically about their work and what they need to accomplish in the short term.

Facilitating Task Prioritization

  • By asking about their key priorities, you guide the employee to assess and articulate what they consider most important in their current workload.
  • This discussion helps in identifying the tasks that require immediate attention and those that contribute most significantly to their overall objectives.

Setting Clear, Achievable Goals

  • Encourage the employee to set specific, measurable goals for these priorities. This clarity helps in maintaining focus and provides a clear direction for their efforts.
  • Discuss realistic timelines for these priorities, ensuring that the goals set are achievable within the given timeframe.

Strategies for Effective Achievement of Objectives

  • Explore strategies that can help the employee in effectively achieving these priorities. This might include time management techniques, delegation of less critical tasks, or seeking assistance from colleagues.
  • Discuss potential challenges they might encounter and how to overcome them. This proactive approach can help in mitigating obstacles before they become significant issues.

Aligning Priorities with Overall Goals

  • Ensure that the priorities align with the employee’s overall objectives and the team’s goals. This alignment ensures that their efforts contribute to broader organizational objectives.
  • Revisit these priorities in your next meeting to assess progress and adjust as necessary. This follow-up demonstrates your commitment to their success and keeps the employee accountable.

Encouraging Self-Reflection and Autonomy

  • This question also encourages employees to reflect on their work and take ownership of their responsibilities. It fosters a sense of autonomy and self-driven productivity.
  • Recognize and appreciate their efforts in prioritizing and focusing on key tasks. This recognition can be a significant motivator and confidence builder.


In conclusion, the six essential questions outlined in this blog play a pivotal role in enhancing the effectiveness of one-on-one meetings. Each question is carefully designed to delve into different aspects of an employee’s professional life, from understanding their challenges and aspirations to ensuring they have the necessary resources and support for success.

Summarizing the Impact of These Questions

  • These questions collectively contribute to a more holistic understanding of an employee’s experience, needs, and contributions within the team.
  • They encourage open dialogue, foster a supportive environment, and help in aligning individual goals with team objectives.

The Importance of Regular Implementation

  • Incorporating these questions into your regular one-on-one meetings can significantly improve the quality and productivity of these interactions.
  • Regularly asking these questions demonstrates a consistent commitment to your employees’ professional growth and well-being.

Enhancing Team Communication and Dynamics

  • The practice of asking these questions can lead to a deeper level of trust and understanding within the team. It opens up channels for honest communication, feedback, and collaborative problem-solving.
  • As team dynamics and business environments evolve, so should the approach to effective communication. These questions are not just a one-time checklist but a framework for ongoing dialogue and development.

Encouraging Continuous Improvement

  • Finally, it’s important to remember that effective communication is a continuous journey. There’s always room for improvement, and the insights gained from these discussions can be invaluable in refining team processes and relationships.
  • Encourage your team members to also come prepared with their thoughts and questions, making these meetings a truly collaborative effort.

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