Battle-Tested Would You Rather Prompts for AI Automation Communities

Struggling to spark creative conversations in your AI automation community? Would You Rather templates offer a playful way to get members thinking and participating. These ready-made prompts make it easy to start meaningful, fun discussions that everyone will enjoy.

AI Automation 42 Templates

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Why This Works

Would You Rather questions tap into the power of imagination and choice, two drivers of engagement in any community. By presenting members with two intriguing scenarios, you encourage them to think creatively and share their unique perspectives. This format naturally invites participation, as it is easy to answer and does not require technical expertise.

In AI automation spaces, these questions help break the ice and build camaraderie among members of varying backgrounds. They also lower the barrier to entry for lurkers or new members, encouraging everyone to contribute by making participation simple and pressure-free.

42 Ready-to-Use Templates

1

Would you rather have an AI assistant that writes perfect emails or one that schedules every meeting flawlessly?

πŸ’‘ Example: "I would choose perfect emails because I spend hours editing them!"

🟑 Medium Engagement Barrier πŸ‘€ Average #productivity #work
2

Would you rather teach an AI to learn your favorite hobby or automate your least favorite chore?

πŸ’‘ Example: "Automate my least favorite chore, dishes, for sure!"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #personal #automation
3

Would you rather trust an AI to drive your car or manage your finances?

πŸ’‘ Example: "I would trust AI with driving before my finances."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #trust #AI applications
4

Would you rather have an AI that predicts your calendar needs or one that organizes your email inbox?

πŸ’‘ Example: "Inbox organization would save me hours!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #productivity #organization
5

Would you rather debug code with an AI partner or brainstorm features with an AI collaborator?

πŸ’‘ Example: "Brainstorming with AI sounds more fun and creative."

🟑 Medium Engagement Barrier πŸ‘€ Average #development #collaboration
6

Would you rather automate all data entry tasks or automate all report generation?

πŸ’‘ Example: "Automating data entry would free up so much time!"

🟑 Medium Engagement Barrier πŸ‘€ Irregular #automation #work
7

Would you rather have an AI that summarizes meetings or one that books your travel perfectly?

πŸ’‘ Example: "I want the meeting summaries, please."

🟒 Low Engagement Barrier πŸ‘€ Lurker #meetings #travel
8

Would you rather use AI to design your workspace or to plan your project timelines?

πŸ’‘ Example: "AI-designed workspace could boost my creativity."

🟑 Medium Engagement Barrier πŸ‘€ Average #design #planning
9

Would you rather have an AI that learns your mood or one that learns your work style?

πŸ’‘ Example: "A mood-learning AI would help reduce stress at work."

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #personalization #AI learning
10

Would you rather rely on AI for creative brainstorming or for data analysis?

πŸ’‘ Example: "Data analysis support sounds game-changing."

🟑 Medium Engagement Barrier πŸ‘€ Average #creativity #analysis
11

Would you rather have an AI that never makes a typo or one that always predicts your next thought?

πŸ’‘ Example: "Never making typos would be a lifesaver."

🟑 Medium Engagement Barrier πŸ‘€ Top #writing #prediction
12

Would you rather automate your entire morning routine or your end-of-day wrap-up?

πŸ’‘ Example: "Morning routine automation would help me start the day right."

🟒 Low Engagement Barrier πŸ‘€ Lurker #routine #personal
13

Would you rather use AI to perfect your presentations or to optimize your meeting agendas?

πŸ’‘ Example: "Perfect presentations would impress everyone."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #presentations #meetings
14

Would you rather have an AI that finds bugs in your code or one that writes documentation for you?

πŸ’‘ Example: "Documentation writing is the worst, so I choose that."

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #code #documentation
15

Would you rather let an AI choose your lunch every day or pick your playlist?

πŸ’‘ Example: "AI playlists could introduce me to new music."

🟒 Low Engagement Barrier πŸ‘€ Lurker #fun #lifestyle
16

Would you rather have an AI that helps you network or one that finds you the best learning resources?

πŸ’‘ Example: "Best learning resources, hands down."

🟑 Medium Engagement Barrier πŸ‘€ Average #networking #learning
17

Would you rather automate your expense reports or your time tracking?

πŸ’‘ Example: "Automating expense reports would be a huge relief."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #finance #productivity
18

Would you rather have an AI that reads and summarizes all your articles or one that manages your bookmarks?

πŸ’‘ Example: "Summarizing articles would save me lots of time."

🟒 Low Engagement Barrier πŸ‘€ Lurker #reading #organization
19

Would you rather have an AI-powered robot at home or in your office?

πŸ’‘ Example: "A home robot would be life-changing."

🟑 Medium Engagement Barrier πŸ‘€ Average #robotics #location
20

Would you rather let AI pick your next vacation spot or your next career move?

πŸ’‘ Example: "AI career advice would be fascinating."

πŸ”΄ High Engagement Barrier πŸ‘€ Top #travel #career
21

Would you rather use AI to optimize your sleep schedule or your workout routine?

πŸ’‘ Example: "Optimized sleep could change my life."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #health #optimization
22

Would you rather have an AI that translates languages instantly or one that edits your writing perfectly?

πŸ’‘ Example: "Perfect editing would make publishing so much easier."

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #language #writing
23

Would you rather work with an AI that never tires or one that learns new skills every day?

πŸ’‘ Example: "An AI that learns new skills keeps things interesting."

🟑 Medium Engagement Barrier πŸ‘€ Average #work #AI skills
24

Would you rather have AI automate your holiday shopping or your gift wrapping?

πŸ’‘ Example: "Automated shopping sounds like a dream."

🟒 Low Engagement Barrier πŸ‘€ Lurker #holidays #automation
25

Would you rather use AI to personalize your news feed or filter your emails?

πŸ’‘ Example: "Personalized news would cut through the noise."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #personalization #news
26

Would you rather have AI suggest your daily outfit or plan your weekly meals?

πŸ’‘ Example: "Weekly meal planning would save me so much stress."

🟑 Medium Engagement Barrier πŸ‘€ Average #lifestyle #planning
27

Would you rather use AI to backup your files or automate your backups and recovery?

πŸ’‘ Example: "Automated backups for peace of mind."

🟒 Low Engagement Barrier πŸ‘€ Lurker #files #security
28

Would you rather have an AI that keeps your devices virus-free or one that manages your passwords securely?

πŸ’‘ Example: "Password management is a must for me."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #security #devices
29

Would you rather have AI automate your social media posts or monitor your analytics?

πŸ’‘ Example: "Automated posting would save me hours each week."

🟑 Medium Engagement Barrier πŸ‘€ Average #social media #automation
30

Would you rather use AI to generate creative story ideas or automate technical documentation?

πŸ’‘ Example: "Creative story ideas from AI sound inspiring."

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #creativity #documentation
31

Would you rather have an AI that monitors your health 24-7 or one that plans your daily schedule?

πŸ’‘ Example: "Health monitoring is more important to me."

🟑 Medium Engagement Barrier πŸ‘€ Average #health #planning
32

Would you rather train an AI with your voice or your writing style?

πŸ’‘ Example: "My writing style is unique so I'd go with that."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #AI training #personalization
33

Would you rather have AI automate your online shopping or your returns and refunds?

πŸ’‘ Example: "Automated returns would make life so much easier."

🟑 Medium Engagement Barrier πŸ‘€ Average #shopping #automation
34

Would you rather have an AI that helps you learn a new language or one that helps you master a new skill?

πŸ’‘ Example: "Mastering new skills would let me grow faster."

πŸ”΄ High Engagement Barrier πŸ‘€ Top #learning #skills
35

Would you rather use AI to predict tech trends or customer needs?

πŸ’‘ Example: "Predicting customer needs would help our business."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #prediction #business
36

Would you rather have AI automate your brainstorming sessions or your project retrospectives?

πŸ’‘ Example: "Automated retrospectives would save us a lot of time."

🟑 Medium Engagement Barrier πŸ‘€ Average #meetings #automation
37

Would you rather have AI select your conference sessions or match you with networking contacts?

πŸ’‘ Example: "Networking matches would make conferences more valuable."

🟑 Medium Engagement Barrier πŸ‘€ Average #events #networking
38

Would you rather let AI optimize your commute or your workflow?

πŸ’‘ Example: "Workflow optimization for the win."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #optimization #workflow
39

Would you rather have an AI that tells jokes or one that answers every question instantly?

πŸ’‘ Example: "An AI comedian would keep things lively!"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #fun #knowledge
40

Would you rather use AI to create stunning visuals or automate repetitive design tasks?

πŸ’‘ Example: "Stunning visuals would elevate our projects."

🟑 Medium Engagement Barrier πŸ‘€ Average #design #automation
41

Would you rather have AI automate your daily standup or your sprint planning?

πŸ’‘ Example: "Automated standups would speed up our mornings."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #Agile #automation
42

Would you rather have an AI that learns your favorite shortcuts or one that organizes your desktop automatically?

πŸ’‘ Example: "Automatic desktop organization for less clutter."

🟒 Low Engagement Barrier πŸ‘€ Lurker #personalization #organization

How to Use These Templates

To use these templates, simply select a question that fits your community's mood or current discussions. Post it as a standalone thread, in your daily engagement prompts, or within live events. Encourage members to explain their choices, tag friends, or share related stories. Rotate through different templates regularly to keep the conversation fresh and inclusive.

Best Practices

  • βœ“ Keep options equally appealing or challenging to spark debate.
  • βœ“ Encourage members to explain their reasoning for richer discussion.
  • βœ“ Avoid overly technical or controversial topics.
  • βœ“ Use clear, concise language for maximum participation.
  • βœ“ Rotate question themes to appeal to different member interests.

All Platforms Tips

These templates are designed for all platforms. For forums and Slack, post as dedicated threads or in daily engagement channels. On Discord, use them in general or themed chat rooms and consider using polls to visualize votes. For social platforms like LinkedIn or Facebook, pair the question with a relevant graphic or emoji to boost visibility. Always reply to early responses to encourage further discussion.

Frequently Asked Questions

What is a Would You Rather post in the context of AI automation?

A Would You Rather post presents two imaginative AI automation scenarios and asks members to choose between them, sparking creative discussion.

How do I encourage more members to participate in these posts?

Invite members to explain their choices, use fun examples, and reply to early comments to create a welcoming atmosphere.

Are these templates suitable for both technical and non-technical audiences?

Yes, they are designed to be accessible and engaging for all community members, regardless of technical background.

How often should I post Would You Rather questions?

Once or twice a week is ideal to keep engagement high without overwhelming the community.

Can I modify these templates to fit my community's unique culture?

Absolutely. Feel free to tweak scenarios or language to match your group’s style and interests.

What should I do if a question sparks a debate?

Welcome thoughtful discussion, but steer conversations away from controversy and towards constructive sharing.

How do I measure the success of Would You Rather posts?

Track comments, reactions, and member participation rates to see which prompts resonate most.

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