41 Proven This or That Post Ideas for AI for Lawyers Communities

Looking for a simple way to spark conversations among legal professionals interested in AI? Our This or That templates make it easy to break the ice, reduce friction, and get your community chatting. With these quick prompts, you can drive engagement and help members connect over shared interests in a fun, low-pressure way.

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Why This Works

This or That questions are a proven way to encourage participation, especially in professional communities where members may hesitate to share opinions or personal stories. By offering two clear choices, you remove the pressure of coming up with original content and make it easy for everyone to jump in with a quick reply.

For AI for Lawyers communities, these prompts tap into both legal and tech interests, inviting playful debate without risking heated arguments or sensitive topics. They also help members discover common ground and differences in a lighthearted setting, which boosts the sense of belonging and paves the way for deeper conversations.

41 Ready-to-Use Templates

1

Would you rather automate contract review or automate legal research?

💡 Example: "I would automate contract review because it saves me hours every week!"

🔴 High Engagement Barrier 👤 Average #legaltech #automation #preference
2

AI chatbots or AI document drafting - which would you implement first?

💡 Example: "I would start with chatbots to handle client FAQs more efficiently."

🟡 Medium Engagement Barrier 👤 Irregular #AI tools #workflow #decision
3

Digital calendar or handwritten planner for your legal schedule?

💡 Example: "Digital calendar for sure, syncing is a lifesaver."

🟢 Low Engagement Barrier 👤 Lurker #productivity #personal #organization
4

Would you trust an AI to draft your first brief or review your contracts?

💡 Example: "I'd try AI for contract review, briefs still feel too risky."

🟡 Medium Engagement Barrier 👤 Average #trust #AI #work
5

Early adopter of legal AI or wait-and-see approach?

💡 Example: "Early adopter! I love testing new tools."

🟡 Medium Engagement Barrier 👤 Frequent #mindset #tech adoption #preference
6

AI-powered legal research or traditional research - which is your go-to?

💡 Example: "AI-powered research, it saves me so much time."

🔴 High Engagement Barrier 👤 Top #research #tech #comparison
7

Would you rather attend an AI in law webinar or read a detailed blog post?

💡 Example: "Webinar for me, I like hearing real stories."

🟢 Low Engagement Barrier 👤 Lurker #learning #events #format
8

Automate billing or automate client intake - which would you pick first?

💡 Example: "Billing, because it's so time-consuming."

🟡 Medium Engagement Barrier 👤 Average #automation #practice management #choice
9

Would you rather teach AI about law or learn law from AI?

💡 Example: "Learn law from AI, curious how it explains concepts."

🟡 Medium Engagement Barrier 👤 Frequent #learning #AI #fun
10

Paperless office or a mix of digital and paper files?

💡 Example: "Mix of both, still love paper for notes."

🟢 Low Engagement Barrier 👤 Irregular #office #workflow #preference
11

Would you use AI for litigation strategy or for client communications?

💡 Example: "Strategy all the way, need that extra edge."

🔴 High Engagement Barrier 👤 Top #AI #strategy #application
12

Voice-to-text notes or keyboard for capturing legal ideas?

💡 Example: "Keyboard, I type faster than I talk!"

🟢 Low Engagement Barrier 👤 Average #productivity #tools #workflow
13

AI for time tracking or AI for task management - which helps you more?

💡 Example: "Task management, it's so easy to lose track."

🟡 Medium Engagement Barrier 👤 Frequent #productivity #AI #choice
14

Would you rather have an AI legal assistant or an AI paralegal?

💡 Example: "AI paralegal, because of the research help."

🟡 Medium Engagement Barrier 👤 Average #role #AI #support
15

Morning emails with AI summaries or end-of-day AI recaps?

💡 Example: "Morning summaries help me plan my day."

🟡 Medium Engagement Barrier 👤 Average #routine #summaries #AI
16

Would you rather automate court filings or automate client updates?

💡 Example: "Automate court filings, less risk of missing deadlines."

🔴 High Engagement Barrier 👤 Frequent #automation #practice management #workflow
17

AI-generated case law insights or human expert opinions?

💡 Example: "Still prefer human opinions, but AI is catching up."

🟡 Medium Engagement Barrier 👤 Top #insights #case law #comparison
18

Would you rather use AI for e-discovery or for due diligence?

💡 Example: "E-discovery, because it speeds up the process."

🔴 High Engagement Barrier 👤 Average #AI #tasks #preference
19

Legal podcasts or AI-powered learning modules for your commute?

💡 Example: "Podcasts, easier to listen during traffic."

🟢 Low Engagement Barrier 👤 Lurker #learning #commute #style
20

Would you rather have unlimited AI tools or unlimited billable hours?

💡 Example: "Unlimited AI tools, please!"

🟡 Medium Engagement Barrier 👤 Irregular #fun #wish #AI
21

AI-generated legal templates or crafting your own from scratch?

💡 Example: "AI templates, they speed up my workflow."

🟡 Medium Engagement Barrier 👤 Average #template #AI #efficiency
22

Would you rather test a new AI tool or stick with trusted software?

💡 Example: "Love testing new tools, even if it takes time."

🟡 Medium Engagement Barrier 👤 Frequent #tools #innovation #preference
23

AI for writing emails or AI for preparing case summaries?

💡 Example: "Case summaries, the time savings are huge."

🔴 High Engagement Barrier 👤 Average #AI #tasks #choice
24

Would you rather have an AI that never sleeps or an assistant who knows you best?

💡 Example: "AI that never sleeps, I work odd hours."

🟡 Medium Engagement Barrier 👤 Top #fun #AI #support
25

Automate email responses or automate appointment scheduling?

💡 Example: "Appointment scheduling, less back-and-forth."

🟡 Medium Engagement Barrier 👤 Average #automation #email #workflow
26

Would you rather use AI to spot legal trends or predict case outcomes?

💡 Example: "Spotting trends, more helpful for planning."

🔴 High Engagement Barrier 👤 Frequent #AI #trends #prediction
27

AI-powered transcription or traditional note-taking during calls?

💡 Example: "Transcription - my typing can't keep up."

🟢 Low Engagement Barrier 👤 Lurker #tools #notes #preference
28

Would you rather automate NDA creation or automate fee agreements?

💡 Example: "NDA creation, I need them all the time."

🟡 Medium Engagement Barrier 👤 Average #automation #documents #AI
29

Paperless signatures or in-person signing for key documents?

💡 Example: "Paperless, saves so much time."

🟢 Low Engagement Barrier 👤 Irregular #signatures #workflow #preference
30

Would you rather have AI schedule your week or prioritize your to-dos?

💡 Example: "Prioritize my to-dos, I always have too many."

🟡 Medium Engagement Barrier 👤 Average #AI #productivity #workflow
31

AI for reviewing discovery documents or for summarizing depositions?

💡 Example: "Discovery review, it's so tedious otherwise."

🔴 High Engagement Barrier 👤 Top #AI #discovery #tasks
32

Would you rather see AI in mediation or in contract negotiation?

💡 Example: "Contract negotiation - could speed things up!"

🟡 Medium Engagement Barrier 👤 Frequent #AI #application #legal practice
33

Automate reminders for deadlines or reminders for client meetings?

💡 Example: "Deadlines, missing one is worse."

🟡 Medium Engagement Barrier 👤 Average #automation #reminders #workflow
34

Would you rather use AI for compliance tracking or for risk assessment?

💡 Example: "Risk assessment, it's complex and AI helps."

🟡 Medium Engagement Barrier 👤 Frequent #compliance #AI #risk
35

Voice search tools or typed queries for legal research?

💡 Example: "Typed queries, habit from law school days."

🟢 Low Engagement Barrier 👤 Lurker #research #tools #preference
36

Would you rather get AI-powered alerts for case law or for news updates?

💡 Example: "Case law alerts, keeps me current for clients."

🟡 Medium Engagement Barrier 👤 Average #alerts #AI #updates
37

AI for managing discovery or AI for managing billing?

💡 Example: "Billing, easier to track everything."

🟡 Medium Engagement Barrier 👤 Irregular #AI #management #tasks
38

Would you rather have a virtual AI mentor or a virtual AI networking buddy?

💡 Example: "Mentor, I want to learn more."

🟡 Medium Engagement Barrier 👤 Average #AI #networking #support
39

Automate time entry or automate document formatting?

💡 Example: "Time entry - the bane of my existence."

🟡 Medium Engagement Barrier 👤 Average #automation #tasks #preference
40

Would you rather use AI for client onboarding or for matter management?

💡 Example: "Client onboarding, it takes too long manually."

🟡 Medium Engagement Barrier 👤 Average #AI #workflow #client
41

AI that makes coffee or AI that manages your calendar?

💡 Example: "Calendar, but coffee is tempting!"

🟢 Low Engagement Barrier 👤 Lurker #fun #AI #personal

How to Use These Templates

To use these templates, simply copy and paste them into your community platform as regular posts or stories. Rotate them in weekly or during quieter periods to revive discussions. Encourage members to not only pick an option but also share a quick reason why, as this often leads to follow-up replies and richer engagement. For added fun, use polls or reactions if your platform supports them.

Best Practices

  • Keep questions light and easy for busy lawyers to answer quickly.
  • Avoid polarizing or controversial topics to maintain a welcoming vibe.
  • Mix legal AI themes with everyday preferences for variety.
  • Prompt for a brief explanation to spark deeper discussion.
  • Use visuals or emojis if your platform allows for added appeal.

All Platforms Tips

Since these prompts are suitable for all platforms, focus on matching your post format to the features available. Use polls or quick reactions where possible. On chat or forum platforms, pin the post for visibility. For platforms with stories or video, read the prompt aloud for a personal touch.

Frequently Asked Questions

What is a This or That template?

A This or That template is a simple prompt offering two choices, encouraging members to pick one and optionally share why.

How do I encourage lawyers to participate in these posts?

Keep prompts light and relevant, tag members, and invite quick replies. Follow up with questions or reactions to boost engagement.

Can I use these templates on LinkedIn, Slack, and Facebook?

Yes, these templates are designed for all platforms. Adjust the format to suit polls, posts, or group chats as needed.

How often should I post This or That questions?

Posting once or twice a week is ideal. Use them to fill quiet periods or as a regular engagement feature.

Can I modify the templates to fit my community's style?

Absolutely. Feel free to tweak wording or add legal AI examples that resonate with your members.

Are these prompts suitable for both new and experienced members?

Yes. The questions are designed to be accessible to all, regardless of AI expertise or legal background.

What if a This or That post does not get responses?

Try tagging active members, rewording for clarity, or following up with a comment to restart the conversation.

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