Frustrated with keeping your cyber security community lively and engaged? Would You Rather questions are a fun, low-pressure way to spark creative conversations and get members thinking about industry topics from a new perspective. Use these templates to drive participation and get your community talking.
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Would You Rather questions are powerful because they tap into our natural curiosity and desire to compare options. By presenting two intriguing scenarios, you make it easy for even shy members to participate with a simple choice, lowering the barrier to engagement. These questions also encourage storytelling, as members often share their reasoning, experiences, or favorite strategies, leading to richer conversations.
In the context of cyber security, Would You Rather scenarios can highlight common dilemmas, encourage ethical thinking, and prompt members to consider the real-world trade-offs security professionals face daily. This approach not only entertains but also educates, helping members connect with complex topics in a playful, memorable way.
Would you rather have to change your password every day or never be allowed to change it again?
💡 Example: "Would you rather have to change your password every day or never be allowed to change it again? Tell us why!"
Would you rather accidentally reply-all with sensitive info or lose your laptop on public transport?
💡 Example: "Would you rather accidentally reply-all with sensitive info or lose your laptop on public transport?"
Would you rather fight one giant phishing scam or a hundred tiny malware bugs?
💡 Example: "Would you rather fight one giant phishing scam or a hundred tiny malware bugs? Pick your battle!"
Would you rather have perfect anti-virus software or unbreakable passwords?
💡 Example: "Would you rather have perfect anti-virus software or unbreakable passwords?"
Would you rather always use two-factor authentication or never use public Wi-Fi again?
💡 Example: "Would you rather always use two-factor authentication or never use public Wi-Fi again? Share your choice!"
Would you rather have your social media hacked or your email leaked?
💡 Example: "Would you rather have your social media hacked or your email leaked? Pick the lesser evil!"
Would you rather be a red team attacker or a blue team defender for a day?
💡 Example: "Would you rather be a red team attacker or a blue team defender for a day?"
Would you rather spend a week without a VPN or a week without a firewall?
💡 Example: "Would you rather spend a week without a VPN or a week without a firewall?"
Would you rather detect every breach instantly or prevent every phishing attempt?
💡 Example: "Would you rather detect every breach instantly or prevent every phishing attempt? Why?"
Would you rather use only biometrics for login or only passwords?
💡 Example: "Would you rather use only biometrics for login or only passwords?"
Would you rather have to memorize 50 passwords or use the same one everywhere?
💡 Example: "Would you rather have to memorize 50 passwords or use the same one everywhere? Explain your pick!"
Would you rather fight ransomware or a denial of service attack?
💡 Example: "Would you rather fight ransomware or a denial of service attack?"
Would you rather attend a cyber security conference in person or virtually?
💡 Example: "Would you rather attend a cyber security conference in person or virtually? Vote below!"
Would you rather your smart home be hacked or your work computer?
💡 Example: "Would you rather your smart home be hacked or your work computer?"
Would you rather always use outdated software or never update your OS?
💡 Example: "Would you rather always use outdated software or never update your OS?"
Would you rather lose all your browser bookmarks or all your saved passwords?
💡 Example: "Would you rather lose all your browser bookmarks or all your saved passwords? Why?"
Would you rather manage security for a small startup or a huge corporation?
💡 Example: "Would you rather manage security for a small startup or a huge corporation?"
Would you rather debug a mysterious network issue or trace a phishing email?
💡 Example: "Would you rather debug a mysterious network issue or trace a phishing email? Choose and comment!"
Would you rather deal with insider threats or external hackers?
💡 Example: "Would you rather deal with insider threats or external hackers?"
Would you rather automate all your security tasks or do them all manually?
💡 Example: "Would you rather automate all your security tasks or do them all manually? Why?"
Would you rather have a bug bounty named after you or a vulnerability database entry?
💡 Example: "Would you rather have a bug bounty named after you or a vulnerability database entry?"
Would you rather teach cyber security to kids or to seniors?
💡 Example: "Would you rather teach cyber security to kids or to seniors?"
Would you rather have unlimited cyber security training or unlimited cyber tools?
💡 Example: "Would you rather have unlimited cyber security training or unlimited cyber tools? Pick one!"
Would you rather go a month with no access to your phone or no access to your email?
💡 Example: "Would you rather go a month with no access to your phone or no access to your email?"
Would you rather work from a secure bunker or a beach with public Wi-Fi?
💡 Example: "Would you rather work from a secure bunker or a beach with public Wi-Fi? Explain your pick!"
Would you rather your webcam be hacked or your microphone be always on?
💡 Example: "Would you rather your webcam be hacked or your microphone be always on?"
Would you rather receive 100 spam emails a day or one targeted spear-phishing attempt a week?
💡 Example: "Would you rather receive 100 spam emails a day or one targeted spear-phishing attempt a week? Tell us!"
Would you rather set up multi-factor authentication for every account or use a password manager for all?
💡 Example: "Would you rather set up multi-factor authentication for every account or use a password manager for all?"
Would you rather be responsible for a system outage or a minor data leak?
💡 Example: "Would you rather be responsible for a system outage or a minor data leak? Why?"
Would you rather have the best security policies or the best security technologies?
💡 Example: "Would you rather have the best security policies or the best security technologies?"
Would you rather never receive a patch update or never be notified about threats?
💡 Example: "Would you rather never receive a patch update or never be notified about threats?"
Would you rather have to explain phishing to your family every week or fix their computers every month?
💡 Example: "Would you rather have to explain phishing to your family every week or fix their computers every month? Share your pain!"
Would you rather work with a team of hackers or a team of compliance officers?
💡 Example: "Would you rather work with a team of hackers or a team of compliance officers?"
Would you rather have your private messages exposed or your browsing history leaked?
💡 Example: "Would you rather have your private messages exposed or your browsing history leaked? Vote!"
Would you rather be locked out of your accounts for 24 hours or have to reset all your passwords?
💡 Example: "Would you rather be locked out of your accounts for 24 hours or have to reset all your passwords?"
Would you rather take a course in ethical hacking or digital forensics?
💡 Example: "Would you rather take a course in ethical hacking or digital forensics? Let us know!"
Would you rather have a cyber security mentor or be a mentor to others?
💡 Example: "Would you rather have a cyber security mentor or be a mentor to others?"
Would you rather investigate a zero-day exploit or design a new security protocol?
💡 Example: "Would you rather investigate a zero-day exploit or design a new security protocol?"
Would you rather work night shifts monitoring security logs or day shifts responding to incidents?
💡 Example: "Would you rather work night shifts monitoring security logs or day shifts responding to incidents? Share your preference!"
Would you rather be a cyber security consultant or an in-house security analyst?
💡 Example: "Would you rather be a cyber security consultant or an in-house security analyst?"
Would you rather have excellent incident response or perfect threat intelligence?
💡 Example: "Would you rather have excellent incident response or perfect threat intelligence? Cast your vote!"
To leverage these templates, simply copy and paste a question into your community platform of choice. Post them as conversation starters, in icebreaker threads, or as part of regular engagement routines. Encourage members to explain their choices and tag others to answer, which increases visibility and participation. Rotate through different templates to keep the content fresh and relevant.
For all platforms, use clear formatting and direct tagging (if available) to invite responses. Combine visuals or emojis where appropriate to grab attention. Schedule questions at times when your audience is most active, and consider pinning popular threads for ongoing discussion.
To engage your community with timely relevance, frame scenarios using prominent threats. For example, ask 'Would you rather face a ransomware attack on your main database or a phishing campaign targeting all employee emails?' This not only sparks discussion but also educates members about real-world risks, making the activity both informative and interactive.
Absolutely. Introducing compliance-specific dilemmas such as 'Would you rather handle a GDPR data subject access request failure or a HIPAA unauthorized disclosure incident?' helps members consider practical consequences and strategize about real-life cyber security decision-making, boosting both engagement and awareness.
Yes, including terms like 'zero trust network' or 'multi-factor authentication' adds depth and encourages knowledgeable discussion. For example, ask 'Would you rather implement a zero trust architecture for all endpoints or enforce mandatory multi-factor authentication for every login?' This not only tests preferences but also highlights best practices.
Design role-based dilemmas that reflect unique challenges for each function, e.g., 'Would you rather spend a night triaging endless false positives as a SOC analyst or lead a chaotic real-world breach response as an incident responder?' This boosts relatability and allows members to share insights from their specialties.
Present choices that reflect headline-grabbing attacks to keep discussions current. For example, 'Would you rather discover a backdoor in a third-party vendor's software or a zero-day vulnerability in your cloud infrastructure?' This not only highlights emerging risks but also encourages proactive thinking.
Definitely. Prompt the community with questions like 'Would you rather your organization invest in monthly simulated phishing campaigns or comprehensive gamified cyber security training modules?' This opens up conversation about training efficacy, employee engagement, and evolving best practices in cyber security awareness.
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