Icebreakers that don’t suck

Collaborating across four teams, we present to you 50 icebreakers that don’t suck.

Context

In collaboration with the Research and Insights team, my team ran tests for usability, visual design, and messaging on our events website. While sieving through the results, Pierce quickly noticed that a common thread where our attendees are seeking better networking experiences at our events, but lacked the tools to do so.

Role

Creative direction | Research | Project management | Content strategy | Experience design


Process

After identifying the problem, I quickly identified existing programs and content that we could leverage to build a solution.

I was able to work with Lauren P to use an existing blog post on Atlassian’s blog on Icebreakers that we could tailor for the experience we were trying to build.

We also worked with Lauren W who owned Atlassian’s Braindate partnership, a platform which was already built for networking. I was quickly able to convince her of the integrations, and how it would improve the attendees’ networking experience.


Using what we’ve already built

Atlassian’s Work Life blog has already done their own research on the best practices around icebreaker questions, and it was a perfect jumping off point for our projects.

The blog post “148 icebreaker questions you’ll keep coming back to” identified similar frustrations around traditional ways to facilitate conversations. Kat outlines what made icebreakers effective, and offers a collection ion questions that feel authentic and thought provoking.


Design

Leveraging “148 icebreaker questions you’ll keep coming back to” I tailored and wrote 50 icebreakers that were meant to be approached from both a work perspective, and a personal perspective – reflecting the theme of Atlassian’s Work Life blog.

    1. How would your coworkers
describe you
in three words?

    2. What’s the most
memorable
moment in your
career so far?

    3. If you could
master any skill
immediately, 
what would it be?

    4. What’s the
biggest
misconception
about your role
at work?

    5. If you could
switch roles with
anyone at your
company, who
would it be?

    6. What advice
would you give
someone just
starting out
in your field?

    7. What’s your
favorite thing
about working in
your industry?

    8. What’s the
most unusual
piece of swag you’ve ever
received?

    9. What’s your
favorite way
to celebrate a
work-related
achievement?

    10. Who on your
team do you
trust the most
and why?

    11. Dark mode or
light mode?

    12. How did you
end up in your current job?

    13. If you could
have another
career, what
would it be?

    14. What’s the
best career
advice you’ve
ever received?

    15. What’s your
go-to productivity
playlist or music?

    16. If you could
change one thing
about your job,
what would it be?

    17. What’s the best
work-related
book you’ve read?

    18. How do you
unwind after a
busy or
stressful day?

    19. If you could
work from
anywhere in the
world, where
would it be?

    20. Who is
your dream
career mentor?

    21. If you could
automate one
part of your job,
what would it be?

    22. What’s the most
rewarding part
of the job?

    23. What’s the most
productive time
of day for you?

    24. If you could design your
perfect office,
what would it
look like?

    25. What quote or mantra
motivates
you at work?

    26. What’s your
favorite day of
the work week?

    27. What’s one thing
that’s always on
your desk?

    28. What’s the
funniest thing
that’s happened
to you during
a video call?

    29. What’s something
we’d be 
surprised to find
on your desk?

    30. What’s 
your go-to
workday snack?

    31. What’s your
favorite
work lunch?

    32. What’s your
favorite or
most-used
emoji at work?

    33. What’s
your favorite
job perk?

    34. What’s a work
acronym that
you secretly
don’t understand?

    35. How many
open browser
tabs is too many?

    36. Do you prefer
using your
mouse, trackpad,
or keyboard
shortcuts?

    37. What’s your
current desktop
wallpaper
and why?

    38. Do you prefer
to take notes
on paper
or digitally?

    39. If you had to
pick a team
mascot, what 
would it be
and why?

    40. What’s
something your
team does that
you think every
team should try?

    41. What’s your
favorite way to
collaborate with
your coworkers?

    42. How would you
describe your
job to a child?

    43. You have to
give your team a 
presentation on
any subject.
What’s it about?

    44. Do you and
your team have
any traditions
or inside jokes?

    45. What’s your
favorite company
celebration?

    46. Do you tend
to take your
vacation days
one at a time, 
or all at once?

    47. What is one
work skill you
think everyone
should have?

    48. How do you
get and stay
motivated for
difficult tasks?

    49. What does the
perfect work
week look
like to you?

    50. What does the
perfect work
week look
like to you?

    1. What’s the
best vacation 
you’ve ever 
been on?

    2. How would your
loved ones
describe you 
in three words?

    3. What’s your
best childhood
memory?

    4. What’s an
unexpected
life lesson
you’ve learned?

    5. What’s a 
surprising
“fun fact”
about you?

    6. If you could
switch lives
with someone
for a day, who
would you be?

    7. What advice 
would you
give to your
younger self?

    8. What’s your
favorite family
tradition?

    9. What’s the
most unusual
thing you’ve
ever seen in someone’s home?

    10. What’s your
favorite way to
celebrate your
birthday?

    11. Who in your life
do you trust the
most and why?

    12. Early bird or night owl?

    13. What was
your first job?

    14. What’s one thing
you’ve always
wanted to try
but haven’t yet?

    15. What’s your
favorite
life hack?

    16. What TV show are 
you currently
watching?

    17. What’s a habit
you’re trying to
break or build?

    18. If you would only read one
book for the rest
of your life, what
would it be?

    19. What do you like to do in
your free time?

    20. If you could live
in any country
for a year, which
one would
you choose?

    21. Who’s the most
famous person
you’ve ever met?

    22. What’s your
least favorite
chore?

    23. What’s a
cause or charity
that means a
lot to you?

    24. Would you
prefer a city,
beach, or 
mountain
vacation?

    25. What style
of house is you
dream home?

    26. When was
the last time
you felt inspired
to create
something?

    27. What’s your
favorite holiday?

    28. What’s one
of your most
treasured
possessions?

    29. What’s the weirdest (SFW!)
thing you’ve
every Googled?

    30. What’s
something
we’d be
surprised to find
in your home?

    31. What’s your
favorite cuisine?

    32. What’s one
of the best
meals you’ve
ever had?

    33. What’s your
favorite or most
-used emoji?

    34. What’s your
favorite hobby, and what do you
like about it?

    35. What’s something
people like that
you just can’t
get behind?

    36. How many
pairs of shoes
do you own, and how many
is too many?

    37. What’s
your favorite
kitchen gadget?

    38. What’s your
current cellphone
wallpaper
and why?

    39. What’s
your favorite
physical music
format? (vinyl,
cassette, CD)

    40. What’s one of
your nicknames
and how did you get it?

    41. What’s something
your family does
that you think
everyone 
should try?

    42. What’s your
favorite thing
to do with
your family?

    43. What was
your dream job
as a kid?

    44. If you had to
teach a class
or give a talk,
what would it
be about?

    45. What’s a
superstition
you believed as
a child (or still 
believe)?

    46. What’s your
favorite
celebration or
special occasion?

    47. Are you a
homebody or
a traveler?

    48. What is a life
skill you think
everyone
should have?

    49. How do
you motivate
yourself to get
chores done around the hours?

    50. What does the
perfect weekend
look like to you?


Icebreakers + Braindates

Atlassian partners with the networking platform Braindate to host discussions with Team attendees. We had icebreaker cards available at every table, allowing attendees to start their discussions with icebreakers if they chose to.

More excitingly, we also used the icebreaker questions to generate discussion topics that attendees could claim or just be inspired by for their own topics of discussion

What’s the most intriguing piece of swag you’ve ever received?

I took the opportunity to host a Braindate session while at Atlassian’s annual conference, where I met with 6 attendees to discuss conference swag. The attendees ranged from new users of Atlassian products, to long-time members of Atlassian’s Community. We ended the session with a show and tell where we learned that little zipper pouches were a fan favorite!


Unforseen reach

The icebreakers were also featured on Atlassian’s social platforms and virtual livestreams, where the host asked attendees on the show floor icebreaker questions. More surprisingly they were also featured in a podcast where Mike shared what his phone’s current wallpaper was on a live taping for The Jira Life.