Trainers always talk about “connections before content.” Icebreaker questions are critical starts to your training because they help learners connect with one another and with the topic they will be exploring. Looking for the perfect prompt for your next session. Let this be your guide!
For each category of prompts, we’ll share 5 to 10 examples. If you want more variety, you can purchase a Thumball, UNZIP-it! Pocket or UNZIP-it! PowerPoint Deck. If you want ALL THE PROMPTS for ALL THE TOPICS, explore the Trainers EXCHANGE website.
Get Acquainted Icebreaker Questions
Some getting-acquainted conversation starters will fill silences but not develop deep relationships. Others, which explore motivations, personality traits, history, goals, and accomplishments, will lead to deeper understanding. Understandably, with any conversation starter, the person answering always has the option to make light of a question rather than sharing deeply. The themes listed below are (roughly) organized from skim-the-surface to dig-deeper discussion starters.
FAVORITES
Although this content asks respondents to respond with “favorites,” we always recommend asking for “one of your favorites.” Somehow, that seems to make it all a bit easier to answer the question. These prompts, which are among our favorites, include a range of topics, such as:
Locations and destinations
Ways to spend time
Cuisines
Art forms
Preferences
Because every prompt is about YOU, most people can respond to these pretty easily. Here’s a spattering of the contents found on this Thumball:
Favorite thing to spend money on
Favorite thing about getting older
Favorite compliment to receive
Favorite bit of advice you’ve ever received
Favorite fad or trend you hope comes back
Favorite day of the week
Favorite way to spend a Sunday morning
Favorite way to feel healthy
Favorite childhood memory
Favorite mode of transportation
Find all the Favorites-style icebreaker questions in these great training tools from Trainers Warehouse
Favorites Thumball $32.95
Favorites UNZIP-it! Card Deck and UNZIP-IT! Pocket $29.95
Favorites PowerPoint $7.95
WHICH ARE YOU?
On this Thumball, you’ll find two words on each panel. They represent opposites. The goal is to understand if you are “this” or “that,” or if your preference lies somewhere in the middle. For instance:
Work or Play
Ask or Tell
Highway or Back roads
Self-serve or full-serve
Sweet or salty
Words or Pictures
City or Country
Imported or Domestic
Letters or Numbers
Store-bought or Homemade
As you use the ball to learn more about friends and colleagues, you’ll find that the topics are quite broad and can be applied to work, home, communication styles, foods, activities, relationships, purchases, leadership, teams, and more.
As you play, you can reframe a prompt to your specific location, situation, or objective. Find the full range of prompts here:
Which are You and Why? Thumball $32.95
COMMON GROUND
Dig into subjects that explore commonalities and shared experiences, for instance:
Time: Ways to spend free time, weekends, vacations, etc.
Favorites: Favorite foods, activities, apps, show, books
People: Family and friends who impact your life
Growth: Goals, talents, or skills you’d like to develop
Moolah: What you’d spend money on
You: claims to fame and more…
Identify experiences and interests you share with others with prompts such as these:
What does your perfect day look like?
Favorite show(s) to watch
What do you like to read?
Sports I like to watch
My favorite childhood memory
What do you do regularly to stay healthy?
Favorite art form (music, dance, art, theater, film)
Who are the most important people in your life?
Who in your family are you closest to?
For good advice, who do you turn to first?
For more prompts, or to purchase the product, click here:
Common Ground Thumball $32.95
Common Ground UNZIP-it! Deck $29.95
Common Ground PowerPoint $7.95
WHAT MAKES YOU YOU?
This interesting grouping of “What…?” questions helps colleagues identify what makes each person special. The conversation starters cover a range of topics, including:
Skills and interests
Quirks, wishes, and facts
Motivations & fears
Likes & dislikes
Goals and contributions
This sampling of icebreaker questions will give you a sense of the questions:
What are you good at, but embarrassed to admit?
What is something you like to do the old-fashioned way?
What could you give a 30-minute presentation on with no prep?
What is something you think everyone should learn?
What amazing thing did you do that no one was around to see?
What are you looking forward to in the coming months?
What is the most impressive thing you know how to do?
What’s the dumbest thing you’ve done that turned out okay?
What is something you can never seem to finish?
What would annoy you about having yourself as a roommate?
Find the full sets of conversation prompts in these great training tools from Trainers Warehouse:
What Makes You YOU Thumball $32.95
What Makes You YOU UNZIP-it! Deck $29.95
What Makes You YOU PowerPoint $7.95
GETTING TO KNOW YOU
Getting to Know You questions are intended to be thoughtful and easy-to-answer. With them, you’ll be able to spark conversation and help players know more about each. Questions will explore:
Experiences: memorable moments in your life
People: Family and friends who have affected your life
Most favorite and least favorite: Gifts, ages, sounds, chores
Activities: pastimes, hobbies, bucket list items, travel
Hopes, Fears and Wishes: the details that make you unique
Least favorite mode of transportation
A sound that you love
A new skill you’d like to have (with no effort)
The most difficult thing you’ve ever done?
The age you’d most want to relive
The age at which you became an adult
An experience that made you a better person
Something you did that got you in trouble
One item on your bucket list
Your claim to fame
Probing prompts that get to your phobias, wishes, and favorite moments, explore these resources:
Getting to Know You Thumball $32.95
Getting to Know You UNZIP-it! Deck $29.95
Getting to Know You PowerPoint $7.95
SESSION OPENERS
These prompts will help build relationships and tease out session objectives to help trainers kick off their learning sessions. Prompts primarily cover these three categories:
Getting to Know You: dreams, peeves, wishes, decisions, frustrations, talents
Learning Styles: best teachers, preferred learning methods, learning goals
Work Styles: proudest accomplishments, creative contributions, strengths
I’m here because…
I’ll be successful if…
I’d like to change…
Childhood dream
A day I’d live over
Most creative contribution
I hope to learn…
Oops! I forgot to…
Greatest strength at work…
I learn best by…
For more session opener icebreaker prompts about goals, motivations, and aspirations, consider the
Session Openers Thumball $32.95
Session Openers UNZIP-it! Deck $29.95
Session Openers PowerPoint $7.95
SHAPED BY OUR PAST
The experiences in our lives shape who we are today. Engage your group in conversations about their past experiences and the people who influenced their growth and development. Icebreaker questions focusing on our past typically include:
Childhood memories: birthdays, vacations, regrets
Past experiences: scary moments, hospital visits, turning points, accomplishments
Daily life when you were younger: extracurricular activities, friendships, summer traditions
People & personalities: impact of birth order, mentors, grandparents
Challenges & accomplishments: difficult choices, challenging times, goals
Following is a selection of conversation starters that will help groups share the experiences that shaped them:
A time you got in trouble at school
A time you went to the hospital
An important turning point in your life
Describe your “group” in high school
Extra-curricular activities you did
How you spent your summers
How you spent your time after school
How your birth order affected you
Something you hated as a child
You’ll find 32+ icebreaker questions focusing on past experiences in these Trainers Warehouse resources:
Shaped by Our Past Thumball $32.95
Shaped by Our Past UNZIP-it! Deck $29.95
Shaped by Our Past PowerPoint $7.95
Topic-Specific Icebreaker Questions
DIVERSITY
Address the factors and experiences that shape our understanding of differences in ethnicity, age, religion, and more. For instance,
An instance when someone went out of their way to make you feel included?
A time you went out of your way to make someone feel included?
A time you shared an unpopular idea
Describe a time you felt lonely in a big group of people
What were your parents’ attitudes towards LGBT communities?
Should companies/school close for all religious holidays? Why or why not?
Name 2 ways in which men and women may be treated differently?
Is it easier to be male or female? Why?
What gives you hope that people are becoming more accepting of diversity?
What’s your generation’s biggest challenge when it comes to acceptance?
Explore more Diversity-themed conversation prompts with the:
Trainers Warehouse Diversity Thumball. ($32.95)
Diversity Questions UNZIP-IT! Deck $29.95
Diversity PowerPoint Deck with Conversation Prompts $7.95
D.E.I.
Gain personal and organizational insight. Explore us vs. them thinking, privilege and power, and community initiatives.
A dominant aspect of my identity that influences how I feel & act
An aspect of my identity that makes me feel proud is…
With whom do you feel more/less safe in sharing emotions & experiences?
What new initiatives could strengthen feelings of belonging?
How can we create a culture of inclusion & equity?
Something I’ve learned from people whose identities differ from mine
In your mind, what does oppression look like?
In what ways do you feel privileged?
Why is it important for us to take action in DEI initiatives?
What prevents people from stepping up as an ally for diversity and inclusion?
Consider the DEI Thumball by Trainers Warehouse for more DEI conversation starters and icebreaker questions ($32.95), or the DEI PowerPoint Deck with similar content.
SAFETY TOOLBOX TALKS
“Toolbox Talks” are informal safety meetings that address workplace hazards and safe work practices. They help promote an organizational culture that is healthy, safe, and supportive. Use Toolbox Talks Thumball to supplement safety training, not replace it. It’s a great way to kick off safety initiatives, raise awareness, and identify areas to improve workplace safety.
What should you do if someone’s doing something dangerous?
What can you do if you’re bullied or harassed?
What accidents happen most frequently in our environment?
How are we “covered” in case of an accident? As Individuals? As company?
What workplace activities are best not done alone?
The safety rule that is hardest to comply with is…
Do I feel safer in the summer or winter? Why?
What do I look for on product warning labels?
How does mobile phone use affect workplace safety?
A safety protocol at work that should be changed is . . .
For more Toolbox Talks discussion prompts to help start conversations about workplace safety, try these Trainers Warehouse tools:
Toolbox Talks Thumball ($32.95)
UNZIP-it! with Toolbox Talks (Safety) Conversation Card Deck ($29.95)
Toolbox Talks PPT Deck ($7.95)
BE A LEADER
In this unique Leadership Thumball, find a full range of conversation starters, including:
Leadership traits that I have or aspire to have in myself and my team
Ways to motivate, inspire, and recognize employee contributions
Methods for dealing with disagreement, decision-making, and mistakes
Reflections on challenges, frustrations, delegation, and impatience
Approaches to promote growth and learning
Techniques to get buy-in, promote diversity, and share feedback
When prompting conversation, aim to include some reflective questions (past experiences) and others that are appreciative (questions that encourage participants to envision the future and focus on positive potential). A good range of leadership conversation prompts should cover vision, innovation, competence, integrity, continuous improvement, teamwork, accountability, diversity, and development. For instance:
A time I used power in a positive way
What makes me impatient?
I get to know my staff by…
What I like/dislike about coaching others
In my role, I am most frustrated by…
I foster learning by…
I am least effective when…
I last thanked a colleague or staff member when…
I dislike having power because…
I inspire creativity by…
Find additional icebreaker questions and conversation prompts that explore leadership qualities and experiences integrated into these Trainers Warehouse tools:
Be a Leader Thumball ($32.95)
Be a Leader PPT Deck ($7.95)
TEAM DYNAMICS
Promote team spirit, boost flagging energy, and initiate meaningful conversations with team dynamics conversation prompts. Indeed, with the right conversation prompts, you can tactfully explore how your group is working as a team. Discuss…
Benefits and drawbacks of teaming
Ways to make others feel heard, show respect, and draw in multiple perspectives
Systems to improve productivity and minimize duplication of efforts
Approaches to identify goals, work to completion and celebrate success
Management of disagreements, problems, and mistakes
Methods to develop consensus, show support, and motivate each other.
Effective teamwork is often based on: Accountability * Motivation * Trust * Respect * Commitment * Diversity of Capabilities * Adaptability * Creative Freedom * Collaboration * Conflict Resolution * Communication
Rich conversation prompts might include these, i.e.:
How should we manage disagreements?
Give an example of a goal we are all working towards
Do we have clearly defined team goals?
Do we learn from our mistakes?
Do we admit mistakes to each other?
Give an example of a mistake we learned from.
How can we support each other?
Do we respect each other’s role in the team?
When was the last time we had constructive conflict?
How do we check that we are working toward the same goal?
To explore the factors that enhance or undermine your team’s success, consider more prompts on Trainers Warehouse’s Team Dynamics toos:
Team Dynamics Thumball ($32.95)
UNZIP-IT! with Team Dynamics Conversation Deck ($29.95)
UNZiP-it! PowerPoint Deck w/ Team Dynamics Prompts ($7.95)
DEVELOPING RESILIENCE
Resilience helps individuals adapt to difficult situations. To assist your groups in building resilience in their personal and professional lives, facilitate conversations that encourage optimism, positive thinking, compassion, and growth mindsets. The following 10 skills are most often associated with resilience. The questions that appear with them can help people begin to build that important skill.
Patience – when facing situations that test your patience, how do you calm yourself?
Optimism – what happiness might the future hold?
Gratitude – for whom and what are you grateful?
Acceptance – how might you productively respond to bad news?
Kindness – what are your preferred ways to spread happiness?
Purpose – what goals and accomplishments inspire you?
Forgiveness – when, why, and how can you forgive others?
Connection – do you regularly reach out to the people who create joy in your life?
Composure – when you lose composure, how do you refocus your energy?
Listening – what techniques do you use to show you’re listening?
For more icebreaker questions to foster patience, acceptance, kindness & forgiveness, consider these:
Building Resilience Thumball
GET HAPPY AT WORK
Use workplace happiness icebreaker prompts to enable colleagues to express their goals and articulate challenges. By focusing on positivity, workplace engagement, and meaningful relationships, conversations can elicit optimism and opportunities for a happier, more productive workplace. Discussion starters like these might get the ball rolling, e.g.:
A new challenge I hope to take on at work?
My top priorities for the day/week
What risk would you take if you knew you couldn’t fail?
What permission do you need/want to move forward?
Something you’re thankful for at work
The best thing about our organization is…
I’d like coming to work more if…
Our meetings would be more productive if…
How do we encourage/discourage risk-taking?
An area where I’d like more autonomy
Access additional happiness-at-work icebreaker questions, which emphasize goals, achievements, hopes, and dreams, in these Trainers Warehouse exclusive tools:
Get Happy at Work Thumball ($32.95)
UNZIP-it! with Get Happy at Work Conversation Card Deck ($29.95)
UNZiP-it! PowerPoint Deck w/ Get Happy at Work Prompts ($7.95)
STRESS MANAGEMENT
Here’s another important topic for the workplace: Stress Management! Ideal conversation starters relating to stress management should cover this range of topics:
Causes of stress: tasks, chores, times of year, and situation that bring angst
Controlling stress: ways to minimize stress and focus on priorities
Sources of calm: hobbies, activities, quiet places that bring relaxation
Wellness practices: Sleep, exercise and diet that nourish you
Dealing with stress: what do you do (can you do) when you get stressed
Electronics: impact of technology and email on stress levels
For instance, you might ask:
What forms of exercise are most enjoyable?
Do you get as much sleep as you need?
Is there a new hobby you’re hoping to start?
What are your most dreaded household chores?
When you’re busy, what’s first to get cut from your routine?
If you took a “1-minute mental vacation,” where would you go?
If you had one day left to live, what would you do?
When stressed do you prefer company or solitude?
What most relaxes you?
How would you use two extra hours per day?
To help your group discover the causes of stress and the ways to manage it, consider more conversation prompts and icebreaker questions on Trainers Warehouse tools like these:
Stress Management Thumball ($32.95)
UNZIP-it! with Stress Management Conversation Card Deck ($29.95)
UNZiP-it! PowerPoint Deck w/ Stress Management Prompts ($7.95)
CHANGE MANAGEMENT
These prompts are excellent for any who are experiencing a life change. When facing difficult times, the challenge is to move beyond the past experience toward an unknown future. If your team is facing substantial change–as individuals or as a group–consider icebreaker questions that promote conversation about how to move forward, onward, and upward.
Address topics such as these:
People to seek out for assistance
Healthy habits — mentally and physically
Personal sources of strength and joy
Methods to interrupt and reverse bad mojo
For instance:
What’s the silver lining of a challenging time?
A person I remember fondly
My “go-to” indulgence
When feeling blue, I prefer company/solitude because…
Where do you find spiritual strength?
I’ve learned to accept that…
Something I accomplished recently
An activity that relaxes and calms me
My top priorities for the day/week
Something that makes me proud
These Trainers Warehouse tools will have a range 30+ questions and prompts to discuss methods for managing change:
Change Management Thumballs ($32.95)
UNZiP-it! PowerPoint Deck w/ Change Management Prompts ($7.95)
EMOTIONAL INTELLIGENCE
Emotional Intelligence (a.k.a. EQ) requires five skills: Self-Awareness , Motivation , Self-Regulation , Empathy , and Social Skills . Conversation prompts and icebreaker questions that develop EQ delve into these 5 topics.
For example:
What contributes to distrust? (Empathy)
How could someone regain composure after snapping? (Self-Regulation)
What holds you back from being your best YOU? (Self-Awareness)
How can I make colleagues feel valued? (Motivation)
What would your best friend say is your weakness? (Self-Awareness)
How can we make others feel appreciated? (Empathy)
Describe three ways to communicate non-verbally (Social Skills)
What could be a “blind spot” (a strength others might consider a weakness) (Self-Awareness)
What do you do if you find yourself overreacting to something? (Self-Regulation)
Find more conversation starters to build self-awareness, empathy, motivation, and social skills on the Trainers Warehouse Emotional Intelligence Thumball.
BUILDING TRUST
Trust allows us to take risks, open up, and look for mutually beneficial solutions when conflicts occur. It gives us peace of mind when we need to rely on one another, and comfort to share our vulnerabilities. Like a bridge, trust also brings people together and deepens relationships. In turn, with strong relationships, we enjoy emotional support, confidence, reduced stress, good health, and happiness. Building trust starts with communication – asking the right questions and taking the time to listen. Discuss topics such as:
Causes of trust and distrust
People you entrust with secrets
Impact of promises, apologies, and lies
Ways to make others feel safe
Dealing with mistakes and resistance
Being genuine
Conversation starters that will help explore the topic of trust, and in the process, begin building trust include:
What might be the impact of admitting mistakes?
Are “white lies” okay? Why/why not?
Who do you consider to be your “family”?
What topics are hardest to discuss?
How do you decide if someone is trustworthy?
Do you tend to say “I don’t know” or make something up? Why?
How can we build trust in one another?
How do you make others feel safe?
What is “active listening” and why is it important?
Do you ever resist asking for help? When? Why?
Build bridges and explore issues of interpersonal trust #Building Trust Thumball
** MORE CONVERSATION PROMPTS FOR THESE TOPICS TO COME! **
COACHING QUESTIONS
Use the G.R.O.W. model to affect change (Goals – Reality – Options – Way Forward) #Coaching Questions PowerPoint Deck
READ MORE
Are Icebreakers Important?
7 Tips for Formulating Questions
Using Photos and Images for Deeper Conversations