This or That Questions for Work

Your workday 13

1. Early start or late finish?
2. Paper to-do list or digital to-do list?
3. Deep focus or lots of small tasks?
4. Monday or Friday?
5. Coffee or tea?
6. Working from home or working in the office?
7. Headphones on or headphones off?
8. Inbox zero or inbox whatever?
9. Hardest task first or easiest task first?
10. Morning meetings or afternoon meetings?
11. Plan the week on Monday or plan the week on Friday?
12. Work in sprints or work steadily all day?
13. Busy day or quiet day?

Meetings and messages 12

14. Video call or phone call?
15. Camera on or camera off?
16. Email or chat message?
17. Long message or quick call?
18. Slides or whiteboard?
19. Strict agenda or free-flowing chat?
20. Emoji reaction or written reply?
21. Voice note or typed message?
22. Standing meeting or sitting meeting?
23. Notes by hand or notes on a laptop?
24. Present first or present last?
25. Big meeting or one-to-one?

Your workspace 12

26. Desk by the window or desk near the kitchen?
27. Tidy desk or creative chaos?
28. Standing desk or comfy chair?
29. Desk plant or desk photo?
30. One big screen or two screens?
31. Laptop or desktop?
32. Clicky keyboard or quiet keyboard?
33. Warm office or cool office?
34. Natural light or desk lamp?
35. Background music or silence?
36. Sticky notes or notebooks?
37. Mug or water bottle?

Team and breaks 11

38. Team lunch or solo lunch break?
39. Lunch at your desk or lunch outside?
40. Coffee run or tea round?
41. Birthday cake or birthday doughnuts?
42. Quiz break or walk break?
43. Office quiz or office bake-off?
44. Snack drawer or fruit bowl?
45. Five-minute stretch or five-minute chat?
46. Holiday party or summer picnic?
47. Shared playlist or quiet hours?
48. Office dog or office plants?

Quick icebreakers 18

49. Read twice as fast or type twice as fast?
50. Sweet desk snack or salty desk snack?
51. Fiction or nonfiction?
52. Podcast on the commute or music on the commute?
53. Commute by train or commute by bike?
54. Long weekend or long vacation?
55. Plan ahead or last minute?
56. Spreadsheet or slideshow?
57. Lead the project or support the project?
58. Brainstorm out loud or think quietly first?
59. Big picture or fine details?
60. Learn by reading or learn by doing?
61. Ask for help early or figure it out first?
62. Celebrate wins out loud or celebrate quietly?
63. Feedback in writing or feedback in person?
64. Team bowling or team cooking class?
65. Four-day week or shorter days?
66. Clicky pen or pen with a cap?

Meetings 9

67. Would you rather have every meeting last ten minutes or have only one meeting a week?
68. Would you rather present with no slides at all or present with a hundred slides?
69. Would you rather have meetings standing up or have meetings walking outside?
70. Would you rather always have your camera on or always have your microphone on?
71. Would you rather lead a meeting in rhyme or lead a meeting with a puppet?
72. Would you rather have a meeting room with a ball pit or have a meeting room with hammocks?
73. Would you rather start every meeting with a joke or end every meeting with a two-minute dance break?
74. Would you rather take meeting notes as drawings or take meeting notes as haiku?
75. Would you rather have the notes read out like a bedtime story or have them sung like a musical?

Your desk and your day 12

76. Would you rather have a desk by the window or have a desk by the snacks?
77. Would you rather have a standing desk or have a treadmill desk?
78. Would you rather work with music on or work in total silence?
79. Would you rather start at 7 a.m. and finish at 3 or start at 11 and finish at 7?
80. Would you rather have a tidy inbox or have a tidy desk?
81. Would you rather have an endless supply of great coffee or have an endless supply of fresh snacks?
82. Would you rather answer every email within a minute or never get an email after 5 p.m.?
83. Would you rather have a desk plant that never dies or have a chair that stays comfortable forever?
84. Would you rather have a keyboard that never makes typos or have a mouse that never runs out of battery?
85. Would you rather have the perfect lunch every day or have a long lunch break once a week?
86. Would you rather take a short nap at 2 p.m. or leave at 4 p.m. on Fridays?
87. Would you rather take one long break or take lots of short breaks?

Remote and hybrid 8

88. Would you rather work from home forever or work from the office forever?
89. Would you rather work from a café for a month or work from a cabin in the woods for a month?
90. Would you rather have a perfect home office or have a perfect commute?
91. Would you rather have your pet join every video call or have your pet answer your emails?
92. Would you rather have a space background on every call or have an ocean background on every call?
93. Would you rather commute by boat or commute by cable car?
94. Would you rather have fast internet everywhere or have a quiet place to work everywhere?
95. Would you rather have a team all in one time zone or have a team spread around the world?

Team life 12

96. Would you rather organize the team lunch or organize the team quiz?
97. Would you rather have a team mascot or have a team theme song?
98. Would you rather bring homemade treats once a month or pick the team playlist once a month?
99. Would you rather win the office chili cook-off or win the office quiz?
100. Would you rather have a team day at an escape room or have a team day at a cooking class?
101. Would you rather have a weekly team breakfast or have a monthly team lunch out?
102. Would you rather celebrate every birthday in the office or celebrate the end of every project?
103. Would you rather sit next to someone who tells great stories or sit next to someone who brings great snacks?
104. Would you rather be thanked in front of the whole team or be thanked in a private note?
105. Would you rather have a super organized team or have a super funny team?
106. Would you rather plan the holiday party or plan the summer outing?
107. Would you rather swap desks with a teammate for a week or swap roles with a teammate for a day?

Office what-ifs 14

108. Would you rather have a slide between floors or have a climbing wall in the lobby?
109. Would you rather have a robot assistant that makes coffee or have a robot assistant that writes your emails?
110. Would you rather have an office dog or have an office cat?
111. Would you rather have a nap pod or have a games room?
112. Would you rather have elevator music everywhere or have nature sounds everywhere?
113. Would you rather sit next to someone who hums all day or sit next to someone who clicks their pen all day?
114. Would you rather have a printer that always works or have Wi-Fi that always works?
115. Would you rather have a free lunch every Friday or finish at noon every Friday?
116. Would you rather only communicate by email or only communicate by phone calls?
117. Would you rather reply only in emojis or reply only in GIFs?
118. Would you rather work at a desk in a rooftop garden or work at a desk in a library?
119. Would you rather have a secret snack drawer or have a secret nap spot?
120. Would you rather have a personal assistant for a week or have a week with no meetings?
121. Would you rather sign off every email with a poem or open every email with a joke?

Dream jobs 12

122. Would you rather be a famous chef or be a famous architect?
123. Would you rather work on a ship or work at a ski resort?
124. Would you rather be the boss or be the expert everyone asks?
125. Would you rather learn a new work skill every month or master one work skill this year?
126. Would you rather write a book about your job or make a documentary about it?
127. Would you rather work at a zoo for a day or work at a bakery for a day?
128. Would you rather mentor someone new or be mentored by someone you admire?
129. Would you rather have a four-day work week or have a six-hour workday?
130. Would you rather win a prize for the best idea or win a prize for the best teamwork?
131. Would you rather give a talk at a big conference or write an article everyone reads?
132. Would you rather work in a museum or work in a theater?
133. Would you rather design the office of the future or design the perfect work schedule?