Copy-Paste Would You Rather Prompts for AI for Lawyers Communities

Struggling to spark lively conversations in your AI for Lawyers community? Would You Rather templates are your secret weapon for breaking the ice and inspiring creative dialogue. Use these ready-made prompts to engage members and make your community more interactive.

AI for Lawyers 41 Templates

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Why This Works

Would You Rather questions work so well because they tap into our natural love for choice and debate. They prompt members to consider two creative scenarios, making it easy for everyone to join in with their perspectives. This low-pressure format encourages participation from both new and seasoned members, reducing barriers to engagement.

For professionals in the AI for Lawyers space, these questions invite members to think outside their daily routines, blending legal expertise with futuristic or imaginative possibilities. The playful tone lightens the mood, fosters connection, and promotes more frequent engagement. By asking for members' reasoning, you open the door to thoughtful, insightful, and even humorous discussions that strengthen community bonds.

41 Ready-to-Use Templates

1

Would you rather use an AI tool that drafts perfect contracts or one that predicts case outcomes?

💡 Example: "Would you rather use an AI tool that drafts perfect contracts or one that predicts case outcomes? Share your reasoning!"

🔴 High Engagement Barrier 👤 Average #AI tools #contracts #prediction
2

Would you rather have an AI assistant that never sleeps or an AI that learns your legal style instantly?

💡 Example: "Would you rather have an AI assistant that never sleeps or an AI that learns your legal style instantly? Why?"

🟡 Medium Engagement Barrier 👤 Irregular #AI assistant #productivity
3

Would you rather automate all legal research or automate all client communications?

💡 Example: "Would you rather automate all legal research or automate all client communications? Which would save you more time?"

🔴 High Engagement Barrier 👤 Frequent #automation #research #communication
4

Would you rather rely on AI for jury selection or for drafting briefs?

💡 Example: "Would you rather rely on AI for jury selection or for drafting briefs?"

🟡 Medium Engagement Barrier 👤 Average #jury #briefs #AI
5

Would you rather have AI that can read emotions in depositions or AI that summarizes every case instantly?

💡 Example: "Would you rather have AI that can read emotions in depositions or AI that summarizes every case instantly? Tell us why!"

🔴 High Engagement Barrier 👤 Top #depositions #summarization #AI
6

Would you rather train an AI to specialize in one area of law or be a generalist across all fields?

💡 Example: "Would you rather train an AI to specialize in one area of law or be a generalist across all fields? Share your preference!"

🟡 Medium Engagement Barrier 👤 Average #specialist #generalist #AI training
7

Would you rather trust AI with sensitive client data or only with public case records?

💡 Example: "Would you rather trust AI with sensitive client data or only with public case records?"

🟡 Medium Engagement Barrier 👤 Irregular #privacy #data #trust
8

Would you rather have an AI that prevents legal errors or one that finds new case precedents daily?

💡 Example: "Would you rather have an AI that prevents legal errors or one that finds new case precedents daily?"

🟡 Medium Engagement Barrier 👤 Average #errors #precedents
9

Would you rather use an AI chatbot for intake or for ongoing client updates?

💡 Example: "Would you rather use an AI chatbot for intake or for ongoing client updates?"

🟢 Low Engagement Barrier 👤 Lurker #chatbot #client #intake
10

Would you rather argue a case with real-time AI support or have all evidence organized by AI beforehand?

💡 Example: "Would you rather argue a case with real-time AI support or have all evidence organized by AI beforehand? Explain your choice!"

🔴 High Engagement Barrier 👤 Frequent #court #evidence #AI support
11

Would you rather see AI transform litigation or transactional law first?

💡 Example: "Would you rather see AI transform litigation or transactional law first? Why?"

🟡 Medium Engagement Barrier 👤 Average #litigation #transactional #future
12

Would you rather use AI to review contracts in bulk or to flag risky clauses in individual contracts?

💡 Example: "Would you rather use AI to review contracts in bulk or to flag risky clauses in individual contracts?"

🟡 Medium Engagement Barrier 👤 Irregular #contracts #review #risk
13

Would you rather be an early adopter of legal AI with bugs or wait for a perfect but late solution?

💡 Example: "Would you rather be an early adopter of legal AI with bugs or wait for a perfect but late solution? What's your take?"

🔴 High Engagement Barrier 👤 Top #adoption #innovation #risk
14

Would you rather have your AI assistant billed hourly or by successful outcome?

💡 Example: "Would you rather have your AI assistant billed hourly or by successful outcome?"

🟡 Medium Engagement Barrier 👤 Average #billing #AI assistant #fees
15

Would you rather teach AI ethics to lawyers or law to AI engineers?

💡 Example: "Would you rather teach AI ethics to lawyers or law to AI engineers? Share your thoughts!"

🟡 Medium Engagement Barrier 👤 Average #ethics #education #AI
16

Would you rather see AI eliminate busywork or create new types of legal jobs?

💡 Example: "Would you rather see AI eliminate busywork or create new types of legal jobs?"

🟡 Medium Engagement Barrier 👤 Irregular #jobs #future #AI impact
17

Would you rather use AI to predict judge decisions or to negotiate settlements?

💡 Example: "Would you rather use AI to predict judge decisions or to negotiate settlements?"

🟡 Medium Engagement Barrier 👤 Average #judge #settlement #prediction
18

Would you rather have AI draft your pleadings or manage your calendar flawlessly?

💡 Example: "Would you rather have AI draft your pleadings or manage your calendar flawlessly?"

🟢 Low Engagement Barrier 👤 Lurker #pleadings #calendar #AI
19

Would you rather automate billing with AI or use AI for compliance checks?

💡 Example: "Would you rather automate billing with AI or use AI for compliance checks? Which would benefit you more?"

🟡 Medium Engagement Barrier 👤 Average #billing #compliance #automation
20

Would you rather use AI that is explainable but slower or fast but a black box?

💡 Example: "Would you rather use AI that is explainable but slower or fast but a black box? Explain your choice!"

🔴 High Engagement Barrier 👤 Frequent #explainability #speed #AI
21

Would you rather have AI spot typos in filings or analyze judges' patterns over time?

💡 Example: "Would you rather have AI spot typos in filings or analyze judges' patterns over time?"

🟡 Medium Engagement Barrier 👤 Average #filings #judges #analysis
22

Would you rather have AI transcribe depositions instantly or translate legal documents into any language?

💡 Example: "Would you rather have AI transcribe depositions instantly or translate legal documents into any language? Share which you prefer!"

🔴 High Engagement Barrier 👤 Top #transcription #translation #AI
23

Would you rather have AI that never makes a factual mistake or one that never misses a deadline?

💡 Example: "Would you rather have AI that never makes a factual mistake or one that never misses a deadline? Why?"

🟡 Medium Engagement Barrier 👤 Average #accuracy #deadlines #AI
24

Would you rather use AI to automate time tracking or to monitor compliance changes?

💡 Example: "Would you rather use AI to automate time tracking or to monitor compliance changes?"

🟢 Low Engagement Barrier 👤 Lurker #time tracking #compliance #automation
25

Would you rather have AI that is 99 percent accurate or 80 percent accurate but always learning?

💡 Example: "Would you rather have AI that is 99 percent accurate or 80 percent accurate but always learning? What's your choice?"

🟡 Medium Engagement Barrier 👤 Irregular #accuracy #learning #AI evolution
26

Would you rather work in a fully AI-powered firm or a traditional firm with no AI?

💡 Example: "Would you rather work in a fully AI-powered firm or a traditional firm with no AI? Share your vision!"

🔴 High Engagement Barrier 👤 Frequent #firm #workplace #future
27

Would you rather use AI for legal analytics or for e-discovery?

💡 Example: "Would you rather use AI for legal analytics or for e-discovery?"

🟢 Low Engagement Barrier 👤 Lurker #analytics #ediscovery #AI
28

Would you rather use AI to automate document review or to manage court filings?

💡 Example: "Would you rather use AI to automate document review or to manage court filings?"

🟡 Medium Engagement Barrier 👤 Average #document review #court #automation
29

Would you rather have AI that can argue in court or one that can negotiate settlements?

💡 Example: "Would you rather have AI that can argue in court or one that can negotiate settlements? Why?"

🔴 High Engagement Barrier 👤 Top #court #negotiation #AI ability
30

Would you rather use AI to generate legal templates or to check for legal compliance?

💡 Example: "Would you rather use AI to generate legal templates or to check for legal compliance?"

🟢 Low Engagement Barrier 👤 Lurker #templates #compliance #AI
31

Would you rather have AI that can detect fraud or AI that can predict litigation risk?

💡 Example: "Would you rather have AI that can detect fraud or AI that can predict litigation risk? Share your thoughts!"

🟡 Medium Engagement Barrier 👤 Average #fraud #risk #prediction
32

Would you rather use AI to monitor legal news or to summarize changes in regulations?

💡 Example: "Would you rather use AI to monitor legal news or to summarize changes in regulations?"

🟢 Low Engagement Barrier 👤 Lurker #news #regulations #monitoring
33

Would you rather rely on AI for drafting motions or for client intake processes?

💡 Example: "Would you rather rely on AI for drafting motions or for client intake processes?"

🟡 Medium Engagement Barrier 👤 Average #motions #intake #AI
34

Would you rather have AI that is customizable or one that needs no configuration at all?

💡 Example: "Would you rather have AI that is customizable or one that needs no configuration at all? What's your preference?"

🟡 Medium Engagement Barrier 👤 Irregular #customization #usability #AI
35

Would you rather use AI to detect contract loopholes or to analyze opposing counsel strategies?

💡 Example: "Would you rather use AI to detect contract loopholes or to analyze opposing counsel strategies? Why?"

🔴 High Engagement Barrier 👤 Frequent #contracts #analysis #opponent
36

Would you rather work with an AI that needs lots of prompts or one that only needs a few?

💡 Example: "Would you rather work with an AI that needs lots of prompts or one that only needs a few?"

🟢 Low Engagement Barrier 👤 Lurker #prompts #usability #AI
37

Would you rather get daily AI tips for legal practice or monthly AI deep dives?

💡 Example: "Would you rather get daily AI tips for legal practice or monthly AI deep dives? Vote below!"

🟡 Medium Engagement Barrier 👤 Average #tips #education #frequency
38

Would you rather have AI that is open source or proprietary but more powerful?

💡 Example: "Would you rather have AI that is open source or proprietary but more powerful?"

🟡 Medium Engagement Barrier 👤 Average #open source #proprietary #AI
39

Would you rather see AI improve access to justice or increase firm profits?

💡 Example: "Would you rather see AI improve access to justice or increase firm profits? Share your vision!"

🔴 High Engagement Barrier 👤 Top #access #profits #impact
40

Would you rather have AI that can mediate disputes or one that can draft legislation?

💡 Example: "Would you rather have AI that can mediate disputes or one that can draft legislation?"

🟡 Medium Engagement Barrier 👤 Irregular #mediation #legislation #AI
41

Would you rather have AI summarize 100 pages in a minute or create 10 contract drafts in an hour?

💡 Example: "Would you rather have AI summarize 100 pages in a minute or create 10 contract drafts in an hour? Tell us how you'd use it!"

🟡 Medium Engagement Barrier 👤 Average #summarize #contracts #speed

How to Use These Templates

Pick a template from the list below and post it as a new discussion or in your daily engagement thread. Tag relevant member segments if possible, and encourage everyone to reply with their choice and reasoning. Mix up the timing and frequency to keep things fresh, and consider using them as conversation starters during quiet periods. You can also adapt templates slightly to match current legal trends or your community's specific interests.

Best Practices

  • Keep scenarios imaginative but relevant to legal or AI themes.
  • Encourage members to explain their choices, not just vote.
  • Avoid controversial or overly technical scenarios.
  • Rotate question formats to appeal to different member types.
  • Highlight or respond to thoughtful answers to boost participation.

All Platforms Tips

On all platforms, use clear, concise language and include a call-to-action when possible. Pin popular Would You Rather threads for visibility. Use polls or reactions for quick voting, and follow up with comments to deepen the discussion. Adjust formatting for platform norms, such as bold text for questions on Slack or LinkedIn, or emoji prompts on Discord.

Frequently Asked Questions

What is a Would You Rather template?

A Would You Rather template is a question format that presents two hypothetical options, prompting members to choose between them and share their reasoning.

How can Would You Rather posts benefit my AI for Lawyers community?

These posts encourage participation, spark creative thinking, and help members connect over shared experiences in legal technology.

How often should I post Would You Rather questions?

Once or twice a week is effective for most communities. Adjust frequency based on member engagement and feedback.

Can I tailor these templates to my niche?

Absolutely. Edit or localize the scenarios to fit your community's practice areas, interests, or current events.

Are these templates suitable for all member types?

Yes. The templates are designed for everyone, from lurkers to top contributors, and encourage all members to join the discussion.

How do I encourage more thoughtful responses?

Add a call-to-action asking members to explain their choices, and reply to thoughtful answers to deepen the discussion.

Can I use these on platforms like Slack, LinkedIn, or Discord?

Yes. These templates are written for all major platforms. Adjust formatting to match your platform's best practices.

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