Handcrafted Would You Rather Post Ideas for AI for Accountants Community Leaders

Struggling to get your AI for Accountants community talking? Would You Rather prompts are the perfect way to inspire fun, imaginative conversations around the future of accounting. Use these ready-made templates to drive engagement and help members connect over playful yet thought-provoking scenarios.

AI for Accountants 42 Templates

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Why This Works

Would You Rather questions tap into the natural curiosity and creativity of community members, offering a low-pressure way to spark conversation. By framing choices that are relevant to AI and accounting, members are encouraged to think outside their daily routines and imagine possibilities for their industry.

These prompts work because they do not require deep expertise or lengthy responses, making participation easy for everyone. The playful tone helps break down barriers, inviting even quieter members to share their perspective. Plus, reasoning through choices helps members learn about each other's values and approaches, strengthening community bonds.

42 Ready-to-Use Templates

1

Would you rather automate all your tax prep or your auditing tasks with AI?

💡 Example: "Automate all your tax prep - less manual work during busy season!"

🟡 Medium Engagement Barrier 👤 Average #automation #workflow
2

Would you rather have an AI assistant that never sleeps or one that learns your preferences instantly?

💡 Example: "I want an AI that learns my preferences instantly. What about you?"

🔴 High Engagement Barrier 👤 Frequent #AI assistant #personalization
3

Would you rather trust AI to handle client communications or sensitive financial data?

💡 Example: "Client communications - less risk and more time to focus on numbers."

🟡 Medium Engagement Barrier 👤 Average #client #data
4

Would you rather use an AI tool that saves you 10 hours a week or one that guarantees zero errors?

💡 Example: "I would choose zero errors for peace of mind. Anyone else?"

🔴 High Engagement Barrier 👤 Top #productivity #accuracy
5

Would you rather teach AI to understand tax law or payroll regulations?

💡 Example: "Tax law - much more complicated and time-consuming."

🟡 Medium Engagement Barrier 👤 Average #regulations #AI training
6

Would you rather have AI analyze 1000 invoices in a minute or forecast next year's cash flow?

💡 Example: "Forecasting cash flow would be a real game-changer for my clients!"

🔴 High Engagement Barrier 👤 Frequent #analysis #forecasting
7

Would you rather let AI pick your accounting software or your next client?

💡 Example: "I trust AI with software more than with client selection."

🟡 Medium Engagement Barrier 👤 Average #decision making #software
8

Would you rather work with an AI-powered team or be the only human with a team of AIs?

💡 Example: "I want an AI-powered team with real people. What would you pick?"

🔴 High Engagement Barrier 👤 Top #teamwork #future
9

Would you rather AI handle year-end reconciliations or create management reports?

💡 Example: "Year-end reconciliations - so tedious!"

🟡 Medium Engagement Barrier 👤 Average #reporting #reconciliation
10

Would you rather have AI that always explains its calculations or one that never makes mistakes?

💡 Example: "I need explanations! Transparency helps me trust the results. Thoughts?"

🔴 High Engagement Barrier 👤 Frequent #transparency #accuracy
11

Would you rather use AI to eliminate manual data entry or to automate expense approvals?

💡 Example: "Manual data entry - frees up so much time."

🟡 Medium Engagement Barrier 👤 Average #automation #expenses
12

Would you rather have AI that can spot fraud instantly or AI that predicts market changes?

💡 Example: "Spotting fraud would protect clients more. What would you choose?"

🔴 High Engagement Barrier 👤 Top #fraud #prediction
13

Would you rather only use AI for compliance or for client advisory services?

💡 Example: "Client advisory - more value added!"

🟡 Medium Engagement Barrier 👤 Average #compliance #advisory
14

Would you rather have AI help you during tax season or during audit season?

💡 Example: "Audit season is stressful - AI help would be amazing."

🟡 Medium Engagement Barrier 👤 Irregular #seasonal #support
15

Would you rather AI handle your calendar or your task list?

💡 Example: "Task list please. I lose track of tasks easily."

🟢 Low Engagement Barrier 👤 Lurker #productivity #organization
16

Would you rather use AI that helps with client onboarding or client retention?

💡 Example: "Retention - keeping clients is key."

🟡 Medium Engagement Barrier 👤 Average #client #process
17

Would you rather AI automate all reminders or all document requests?

💡 Example: "Document requests - keeps projects moving!"

🟡 Medium Engagement Barrier 👤 Irregular #automation #reminders
18

Would you rather use AI for cash flow management or budgeting?

💡 Example: "Budgeting - more control over the numbers."

🟢 Low Engagement Barrier 👤 Lurker #finance #planning
19

Would you rather AI summarize long reports or visualize key metrics?

💡 Example: "Visualize key metrics - easier to present."

🟡 Medium Engagement Barrier 👤 Average #reporting #visualization
20

Would you rather have AI generate all your invoices or handle collections?

💡 Example: "Handle collections - that's the tough part!"

🟡 Medium Engagement Barrier 👤 Irregular #invoicing #collections
21

Would you rather use AI to learn new tax rules or to improve your Excel skills?

💡 Example: "New tax rules - it's hard to keep up."

🟢 Low Engagement Barrier 👤 Lurker #learning #skills
22

Would you rather AI write your client emails or proofread your reports?

💡 Example: "Proofread reports - fewer mistakes."

🟡 Medium Engagement Barrier 👤 Average #communication #proofreading
23

Would you rather have AI detect duplicate transactions or missed deductions?

💡 Example: "Missed deductions - saves clients money."

🟡 Medium Engagement Barrier 👤 Average #detection #accuracy
24

Would you rather AI help you network or help you with continuing education?

💡 Example: "Continuing education - always learning!"

🟢 Low Engagement Barrier 👤 Lurker #growth #education
25

Would you rather use AI for benchmarking your firm or for tracking industry trends?

💡 Example: "Tracking trends keeps us ahead."

🟡 Medium Engagement Barrier 👤 Average #benchmarking #trends
26

Would you rather have AI that is super fast or super accurate?

💡 Example: "Super accurate - speed is useless if it's wrong! Anyone disagree?"

🔴 High Engagement Barrier 👤 Frequent #speed #accuracy
27

Would you rather only use AI tools recommended by peers or by industry experts?

💡 Example: "Peers know what really works day to day."

🟢 Low Engagement Barrier 👤 Lurker #tools #recommendation
28

Would you rather have AI create presentations or analyze financial statements?

💡 Example: "Analyze statements - more value for clients."

🟡 Medium Engagement Barrier 👤 Irregular #presentation #analysis
29

Would you rather have AI that is easy to customize or one that works out of the box?

💡 Example: "Out of the box - I want quick wins."

🟡 Medium Engagement Barrier 👤 Average #customization #usability
30

Would you rather AI assist with client proposals or automate internal processes?

💡 Example: "Automate processes - more efficient firm."

🟡 Medium Engagement Barrier 👤 Irregular #proposal #process
31

Would you rather have AI join client meetings or create meeting recaps?

💡 Example: "Recaps - easier to review later."

🟡 Medium Engagement Barrier 👤 Average #meetings #recap
32

Would you rather have AI that boosts revenue or reduces costs?

💡 Example: "Boosting revenue is my pick! Who else agrees?"

🔴 High Engagement Barrier 👤 Top #revenue #cost
33

Would you rather AI help you find new clients or deepen existing relationships?

💡 Example: "Deepen relationships - easier to keep clients."

🟡 Medium Engagement Barrier 👤 Average #client acquisition #relationships
34

Would you rather have AI that is industry-specific or one that adapts to any business?

💡 Example: "Industry-specific for better insights."

🟡 Medium Engagement Barrier 👤 Irregular #industry #adaptability
35

Would you rather have AI that helps with onboarding new staff or training existing staff?

💡 Example: "Onboarding - faster ramp-up for new hires."

🟢 Low Engagement Barrier 👤 Lurker #training #staff
36

Would you rather AI automate your recurring tasks or surprise you with new insights?

💡 Example: "Recurring tasks - less to worry about every day."

🟡 Medium Engagement Barrier 👤 Average #automation #insights
37

Would you rather AI help you set growth goals or track your progress?

💡 Example: "Track progress - I need to see results."

🟢 Low Engagement Barrier 👤 Lurker #goals #tracking
38

Would you rather have AI that is great at compliance or innovation?

💡 Example: "Innovation keeps us ahead! Who else is with me?"

🔴 High Engagement Barrier 👤 Top #compliance #innovation
39

Would you rather have AI that is always learning or one you can fully control?

💡 Example: "Always learning - adapts to new challenges."

🟡 Medium Engagement Barrier 👤 Average #learning #control
40

Would you rather AI help you scale your business or improve work-life balance?

💡 Example: "Work-life balance - quality of life matters."

🟡 Medium Engagement Barrier 👤 Average #scaling #work-life
41

Would you rather AI help you reduce paper use or improve cybersecurity?

💡 Example: "Cybersecurity - can't risk client data."

🟡 Medium Engagement Barrier 👤 Average #sustainability #security
42

Would you rather have AI that is super creative or super reliable?

💡 Example: "Super reliable - need trust in my tools. How about you?"

🔴 High Engagement Barrier 👤 Frequent #creativity #reliability

How to Use These Templates

Share these templates as regular posts, in stories, or as conversation starters in your group chats. Rotate them weekly or during low-engagement periods to reignite discussions. Personalize the templates slightly to reflect current topics, or ask members to elaborate on their choices for deeper engagement. Encourage replies and tag members to get more people involved.

Best Practices

  • Keep questions light, relevant, and non-judgmental.
  • Encourage members to explain their reasoning for richer discussion.
  • Rotate prompts to cover various aspects of AI and accounting work.
  • Respond to answers to keep the conversation flowing.
  • Avoid technical jargon to ensure inclusivity.

All Platforms Tips

For all platforms, use eye-catching visuals or emojis to highlight Would You Rather posts. Pin popular prompts to the top of forums or groups. Use polls or stories for quick responses, and follow up with comment threads for deeper discussion.

Frequently Asked Questions

How often should I post Would You Rather questions?

Aim for once a week or when you notice engagement dropping. Consistency helps form a habit.

What if members do not respond to these prompts?

Tag a few active members or respond yourself to get the ball rolling. Engagement often follows.

Can I customize these templates for my firm?

Absolutely. Personalize scenarios or add context to fit your community's current interests.

Are these prompts suitable for all experience levels?

Yes, these are designed to be accessible and engaging for both new and seasoned accountants.

Can I use these Would You Rather prompts in private chats or smaller groups?

Yes. They work well for sparking conversation in private messages, group chats, or even in-person meetings.

How do I encourage members to share their reasoning?

Ask follow-up questions or thank members who elaborate. Model the behavior by sharing your own reasoning.

Should I avoid certain Would You Rather topics?

Avoid sensitive, controversial, or overly technical topics. Keep questions fun, relevant, and inclusive.

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