Running a legal community can sometimes feel serious and formal, making it tricky to spark lively engagement. Would You Rather prompts offer a playful way to break the ice and get members sharing creative legal insights. Use these ready-made questions to encourage thoughtful, spirited discussion without extra effort.
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Would You Rather questions work because they invite members to step out of their daily routines and imagine themselves in new scenarios. This sparks creative thinking, lowers barriers to participation, and generates curiosity about others' choices. In the legal industry, these prompts give professionals a safe space to discuss ethical dilemmas, career paths, and personal preferences in a lighthearted way.
By presenting two intriguing options, these prompts encourage debate and storytelling, which can lead to deeper connections between members. Legal topics can sometimes feel intimidating or dry, so adding a dose of fun can energize your community and attract both regular contributors and quieter lurkers to join the conversation.
Would you rather argue a case before the Supreme Court or draft a landmark piece of legislation?
💡 Example: "I would rather argue before the Supreme Court because I love public speaking and the challenge!"
Would you rather work on a high-profile criminal case or a complex corporate merger?
💡 Example: "I would choose the corporate merger for the strategic thinking involved."
Would you rather have unlimited legal research resources or unlimited paralegal support?
💡 Example: "Unlimited paralegal support would make my life so much easier!"
Would you rather negotiate a settlement or win a trial in court?
💡 Example: "Winning a trial feels more satisfying to me."
Would you rather specialize in intellectual property or environmental law?
💡 Example: "IP law sounds more interesting to me."
Would you rather mentor a new law student or be mentored by a senior partner?
💡 Example: "I would love to mentor a student and share my experience."
Would you rather draft contracts all day or spend your day in court?
💡 Example: "Courtroom work is more exciting for me."
Would you rather work at a large firm or run your own boutique practice?
💡 Example: "Running my own practice gives me more freedom."
Would you rather handle a celebrity divorce or a high-stakes patent lawsuit?
💡 Example: "Patent lawsuits fascinate me with their complexity."
Would you rather be a judge for a day or a law professor for a semester?
💡 Example: "Being a judge for a day would be an unforgettable experience."
Would you rather defend an unpopular client or prosecute a difficult case?
💡 Example: "Defending the unpopular client would test my skills."
Would you rather work on international law cases or focus on local community issues?
💡 Example: "I am passionate about local community issues."
Would you rather have a reputation for being a tough negotiator or a creative problem solver?
💡 Example: "Creative problem solving is more my style."
Would you rather write a best-selling legal book or host a popular legal podcast?
💡 Example: "Hosting a podcast sounds more interactive to me."
Would you rather attend a major industry conference or a small, focused legal workshop?
💡 Example: "I prefer the hands-on approach of a small workshop."
Would you rather take on a pro bono case every month or donate to a legal aid charity?
💡 Example: "Pro bono cases let me directly help people."
Would you rather see a major law change in your field or win a landmark case?
💡 Example: "Winning a landmark case would be a career highlight."
Would you rather take on a challenging client or a challenging judge?
💡 Example: "Dealing with a tough client sharpens my communication skills."
Would you rather work remotely full-time or always be in the office?
💡 Example: "Remote work gives me better work-life balance."
Would you rather specialize in litigation or transactional law?
💡 Example: "Litigation is where I thrive."
Would you rather have every document perfectly organized or never face a filing deadline?
💡 Example: "No more deadlines would be a dream come true."
Would you rather advise startups or established corporations?
💡 Example: "Startups are more dynamic and exciting."
Would you rather be known for your courtroom skills or your legal writing?
💡 Example: "Courtroom skills impress clients and peers alike."
Would you rather never lose a case or always get the client you want?
💡 Example: "Winning every case would build my reputation fast."
Would you rather have coffee with a Supreme Court justice or the head of your dream firm?
💡 Example: "Coffee with a justice would be so inspiring."
Would you rather attend law school again or skip straight to practice with current knowledge?
💡 Example: "Skipping to practice would save me a lot of time."
Would you rather take depositions all week or draft motions all week?
💡 Example: "Depositions keep things interesting."
Would you rather work with a challenging co-counsel or a challenging client?
💡 Example: "Challenging co-counsel can spark great debates."
Would you rather never have to bill hours again or always win your cases?
💡 Example: "No more time tracking would be a huge relief."
Would you rather work in legal tech innovation or be a traditional courtroom litigator?
💡 Example: "Legal tech innovation is the future."
Would you rather handle a case with endless paperwork or unpredictable witnesses?
💡 Example: "Unpredictable witnesses keep me on my toes."
Would you rather be famous for one case or respected for a steady career?
💡 Example: "Steady respect matters more in the long run."
Would you rather have a never-ending client waiting list or total work-life balance?
💡 Example: "Work-life balance is priceless."
Would you rather work a high-paying but stressful job or a low-stress lower-paid job in law?
💡 Example: "I would take less stress even with lower pay."
Would you rather win a prestigious legal award or be featured as a legal expert on TV?
💡 Example: "Being on TV could help my practice grow."
Would you rather never have to commute or always have the perfect client?
💡 Example: "No commute would save me so much time."
Would you rather handle only pro bono cases or only high-profile cases?
💡 Example: "High-profile cases offer unique challenges."
Would you rather be an expert in one area or competent in many legal fields?
💡 Example: "Being an expert in one area has its advantages."
Would you rather always win with a strong case or turn a weak case into a win?
💡 Example: "Winning a weak case shows true skill."
Would you rather have every client return or every client refer a friend?
💡 Example: "Referrals help grow my practice."
Post a Would You Rather question as a standalone discussion, in a weekly thread, or as an icebreaker during virtual events. Encourage members to not only pick their choice but also share why they chose it. React to answers with follow-up questions to keep the conversation going. Mix in legal-themed dilemmas, career-related options, and lighthearted hypotheticals for variety.
For all platforms, use clear formatting such as bold or emojis to highlight the two choices. Pin popular Would You Rather threads to maximize visibility. Use polls where supported, but always invite comments for richer discussion.
Focus on hypothetical scenarios that highlight ethical, procedural, or career-based choices rather than offering specific legal advice. For example, ask 'Would you rather argue a landmark constitutional law case before the Supreme Court or negotiate a high-profile corporate merger?' Ensure questions are framed for discussion and engagement, not as actual guidance.
Absolutely! Tailoring questions to specific fields like 'Would you rather cross-examine a hostile witness in a criminal trial or draft a complex contract in a civil case?' increases relevance and engagement among members with different specialties. Consider rotating topics to ensure inclusivity across practice areas.
Set clear community guidelines to foster respectful and educational discussions. Frame scenarios to focus on professional reasoning rather than personal beliefs, such as 'From a defense attorney's perspective, would you rather accept a plea deal for a lesser charge or take your chances at trial with challenging evidence?'
Examples include: 'Would you rather disclose a client's confidential information under court order or risk contempt of court by refusing?' or 'Would you rather represent a client whose values conflict with your own ethics or refer the case to another attorney?' These spark meaningful, law-specific debate.
Yes, referencing landmark cases (e.g., 'Would you rather represent the prosecution in Brown v. Board of Education or the defense in Miranda v. Arizona?') or referring to specific statutes adds authenticity and encourages in-depth discussion among legal professionals and students.
Balance advanced scenarios (like 'Would you rather draft an amicus brief for the Supreme Court or present oral arguments at the appellate level?') with questions about law school experiences or early career choices (e.g., 'Would you rather participate in moot court or join a law review journal?'). This ensures engagement across experience levels.
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