Skip to main content

Conversation Question Bank

Support avatar
Written by Support
Updated over 5 months ago

Below is a list of example questions to help you design impactful conversation templates. We recommend limiting templates to 3-5 questions to keep the process manageable. This approach allows both team members and managers to provide thoughtful, meaningful feedback without feeling overwhelmed.

In addition to your annual, bi-annual, or quarterly conversations, we encourage managers to check in with their team members regularly. Our Check-In feature allows you to conduct quick, one-question check-ins anytime you need. It also allows managers to create custom questions, fostering meaningful connections and maintaining consistent engagement.


👉 Here's a step-by-step guide for how to create conversation templates and enable the Check-In feature in uMap™.


Tips for Crafting Your Organization's Conversation Templates

  1. Establish a regular cadence: Aim to conduct conversations on a bi-annual or quarterly basis. Regular check-ins are essential for building strong manager-team relationships, maintaining alignment, and addressing performance or development opportunities in a timely manner.

  2. Keep it short and direct: Start with 1-3 questions to help team members ease into the new process. This keeps the conversations manageable, encourages participation, and shows that the process is both simple and efficient.

  3. Use open-ended questions: Incorporate questions that invite thoughtful responses and meaningful discussions. This approach creates deeper engagement and a platform for valuable insights from both managers and team members.

By starting small, maintaining consistency, and focusing on meaningful dialogue, you can create a foundation for productive and impactful conversations.


Recommended Questions

Performance and Accomplishments

  • What are you most proud of accomplishing since your last review?

  • How do you feel your contributions have impacted the team or organization?

  • Are there any specific projects or tasks where you feel you excelled?

  • What feedback have you received about your work, and how have you applied it?


Strengths and Skills

  • What do you consider your greatest strengths in your current role?

  • How have you leveraged your strengths to overcome challenges?

  • Are there any skills you’ve recently developed or improved upon?


Challenges and Areas for Improvement

  • What challenges have you faced in your role, and how have you worked to overcome them?

  • What skills or knowledge do you feel you could improve upon?

  • What resources or support would help you overcome current obstacles?


Development and Growth

  • What new skills or knowledge would you like to develop?

  • How do you see your role evolving in the next 6-12 months?

  • Are there specific projects or opportunities you’d like to pursue for growth?

  • Are there any new skills or experiences you’d like to gain to grow in your career?

  • What support or resources would help you in your development journey?

  • How do you feel your work contributes to the success of the team and the organization?

  • Are there any areas of your role where you feel underutilized or where you could take on more responsibility?


Collaboration and Communication

  • How would you describe your working relationships with your team and other teams?

  • Are there any ways we can improve team collaboration or communication?

  • How do you ensure that your communication is clear and effective?


Engagement and Motivation

  • What aspects of your work do you find most fulfilling?

  • Are there any tasks or responsibilities you’d like to take on to feel more engaged?

  • What motivates you to do your best work, and how can we support that?

  • How do you stay motivated and engaged in your role, and what can we do to support that?


Feedback and Support

  • What feedback do you have for me as your manager?

  • Are there any specific ways I can better support you in your role?

  • What feedback from others has been most helpful to you?


Goals and Future Planning

  • Have you met the goals set during your last review? Why or why not?

  • What goals would you like to set for the next review period?

  • How do you see yourself contributing to the team or organization in the future?


Start | Stop | Continue

  • What’s one thing I will start doing?

  • What’s one thing I should stop doing?

  • What’s one thing I should continue doing?

Additional Questions

  • Is there anything you feel hasn’t been discussed but is important to address?

  • Are there any processes or tools you think could be improved?

  • What has been your biggest takeaway or learning experience since your last review?


Example Template Questions

90 Day New Hire Questions (choose 2-4 questions)

  • How has your overall experience been during your first 90 days?

  • What has been your favorite part of the role so far?

  • Is the role and work environment aligning with your expectations? Why or why not?

  • Do you feel you’ve received adequate training and resources to perform your role effectively?

  • How has your experience been working with the team?

  • Are there any aspects of your role you’ve particularly enjoyed or found challenging?

  • Do you feel clear about your job responsibilities and how they align with team goals?

  • Are there areas where you feel underutilized?

  • What feedback do you have about how we can better support you in your role?

  • Are there skills or areas you’d like to develop further?

  • What motivates you most in your role? How can we help you stay motivated?

  • What can I do as your manager to help you succeed and thrive here?


Team Member Check-In Questions

  • What are you most proud of? Share up to three accomplishments you are proud of. We'd love to hear about personal and professional accomplishments.

  • What challenges I'm facing right now...Please include what you are already doing to address these challenges, as well as how your manager can support you.

  • Additional Comments


Leadership Questions (choose 3-5 questions)

  • How do you assess the morale and performance of your team?

  • What strategies have you implemented to create collaboration and trust within your team?

  • How do you ensure your team stays aligned with organizational goals?

  • How would you describe your communication style with your team?

  • Are there ways you could improve how you provide feedback or deliver difficult messages?

  • How do you ensure clarity and transparency when setting expectations?

  • Can you share an example of a tough decision you’ve made recently and what you learned from it?

  • What challenges do you anticipate in achieving your strategic objectives, and how are you preparing for them?

  • How do you ensure your team remains adaptable to changes or disruptions?

  • How do you identify development needs for your team members?

  • In what ways have you actively supported the growth of individuals on your team?

  • What leadership skills are you currently working on improving?

  • How do you approach and resolve conflicts within your team?

  • What leadership accomplishments are you most proud of in your current role?

  • What feedback have you received from your team or peers, and how have you acted on it?

  • What areas of leadership do you feel you could improve, and how can the organization support you?

  • What vision do you have for your team over the next year?

  • Are there new initiatives or challenges you’d like to take on to expand your leadership impact?

  • How do you see your leadership style evolving in the future?

Did this answer your question?