Running out of engaging discussion ideas for your sales community? Would You Rather prompts spark imaginative thinking and playful debates, getting even quiet members to join in. Use these templates to instantly energize your group with fresh, fun conversations.
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Would You Rather questions tap into our natural curiosity and love of hypotheticals. By presenting two intriguing options, they encourage members to picture themselves in new scenarios and share their unique perspectives. This playful debate draws in a wide range of voices, even those who may not feel comfortable sharing detailed stories or advice.
For sales communities, these prompts foster creativity and camaraderie. They help members relax, think outside the box, and form connections over shared challenges or dreams. The casual format lowers barriers to participation, making it easy for everyone to jump in with just a quick answer or a story to back up their choice.
Would you rather make 100 cold calls in a day or write 20 detailed proposals?
💡 Example: "Would you rather make 100 cold calls in a day or write 20 detailed proposals? Share your pick and why!"
Would you rather close one huge deal a year or dozens of small deals each month?
💡 Example: "Would you rather close one huge deal a year or dozens of small deals each month? Explain your choice!"
Would you rather never face objections or always get quick responses from prospects?
💡 Example: "Would you rather never face objections or always get quick responses from prospects?"
Would you rather have unlimited leads or the perfect pitch every time?
💡 Example: "Would you rather have unlimited leads or the perfect pitch every time? Tell us your reasoning!"
Would you rather work with a supportive team or have a generous commission structure?
💡 Example: "Would you rather work with a supportive team or have a generous commission structure? Share why!"
Would you rather master in-person meetings or become a virtual sales pro?
💡 Example: "Would you rather master in-person meetings or become a virtual sales pro? Vote and explain!"
Would you rather sell a product you love or one with high market demand?
💡 Example: "Would you rather sell a product you love or one with high market demand?"
Would you rather always beat your quota or always get glowing customer feedback?
💡 Example: "Would you rather always beat your quota or always get glowing customer feedback? Share your pick!"
Would you rather travel for sales conferences or attend top virtual events?
💡 Example: "Would you rather travel for sales conferences or attend top virtual events?"
Would you rather handle inbound leads all day or focus on outbound prospecting?
💡 Example: "Would you rather handle inbound leads all day or focus on outbound prospecting?"
Would you rather always hit your monthly sales target or win an annual sales award?
💡 Example: "Would you rather always hit your monthly sales target or win an annual sales award? Share your thoughts!"
Would you rather sell to small businesses or large enterprises?
💡 Example: "Would you rather sell to small businesses or large enterprises?"
Would you rather have a tech tool that saves you 10 hours a week or one that doubles your close rate?
💡 Example: "Would you rather have a tech tool that saves you 10 hours a week or one that doubles your close rate? Why?"
Would you rather get referrals from every client or have unlimited networking opportunities?
💡 Example: "Would you rather get referrals from every client or have unlimited networking opportunities? Share below!"
Would you rather always have a short sales cycle or a high average deal size?
💡 Example: "Would you rather always have a short sales cycle or a high average deal size?"
Would you rather pitch to a packed room or have one-on-one meetings all day?
💡 Example: "Would you rather pitch to a packed room or have one-on-one meetings all day? Tell us why!"
Would you rather get instant feedback on every call or have unlimited time to research prospects?
💡 Example: "Would you rather get instant feedback on every call or have unlimited time to research prospects?"
Would you rather be a sales manager or the top individual contributor?
💡 Example: "Would you rather be a sales manager or the top individual contributor? Share your career goals!"
Would you rather have a flexible schedule or a guaranteed base salary?
💡 Example: "Would you rather have a flexible schedule or a guaranteed base salary?"
Would you rather represent an industry leader or an innovative startup?
💡 Example: "Would you rather represent an industry leader or an innovative startup? Cast your vote!"
Would you rather get all your sales from LinkedIn or from in-person networking?
💡 Example: "Would you rather get all your sales from LinkedIn or from in-person networking?"
Would you rather never have to negotiate price or never lose a deal on value?
💡 Example: "Would you rather never have to negotiate price or never lose a deal on value? Drop your answer!"
Would you rather always have a full pipeline or always win your top deal?
💡 Example: "Would you rather always have a full pipeline or always win your top deal?"
Would you rather close a tough deal solo or collaborate with your team for a win?
💡 Example: "Would you rather close a tough deal solo or collaborate with your team for a win? Share your style!"
Would you rather have endless product knowledge or world-class listening skills?
💡 Example: "Would you rather have endless product knowledge or world-class listening skills?"
Would you rather be known for creative pitches or perfect follow-up?
💡 Example: "Would you rather be known for creative pitches or perfect follow-up?"
Would you rather use video calls or phone calls for all your sales conversations?
💡 Example: "Would you rather use video calls or phone calls for all your sales conversations?"
Would you rather sell a complex product with high margins or a simple product with quick wins?
💡 Example: "Would you rather sell a complex product with high margins or a simple product with quick wins? Why?"
Would you rather focus on new business or growing existing accounts?
💡 Example: "Would you rather focus on new business or growing existing accounts? Share your approach!"
Would you rather always have warm leads or be the master of cold outreach?
💡 Example: "Would you rather always have warm leads or be the master of cold outreach?"
Would you rather work from a busy office or remotely from anywhere?
💡 Example: "Would you rather work from a busy office or remotely from anywhere?"
Would you rather have weekly sales contests or monthly team celebrations?
💡 Example: "Would you rather have weekly sales contests or monthly team celebrations? Share your favorite!"
Would you rather be an expert in your industry or a jack-of-all-trades in sales?
💡 Example: "Would you rather be an expert in your industry or a jack-of-all-trades in sales?"
Would you rather always know the decision-maker or always have budget approval upfront?
💡 Example: "Would you rather always know the decision-maker or always have budget approval upfront? Vote below!"
Would you rather receive feedback from your manager or from your clients?
💡 Example: "Would you rather receive feedback from your manager or from your clients?"
Would you rather have a never-ending list of prospects or complete all your sales admin instantly?
💡 Example: "Would you rather have a never-ending list of prospects or complete all your sales admin instantly? Tell us why!"
Would you rather build deep relationships or keep your sales process fast and efficient?
💡 Example: "Would you rather build deep relationships or keep your sales process fast and efficient? Explain your viewpoint!"
Would you rather be the first to market with a new product or have the best product later?
💡 Example: "Would you rather be the first to market with a new product or have the best product later?"
Would you rather have unlimited training resources or a personal sales coach?
💡 Example: "Would you rather have unlimited training resources or a personal sales coach?"
Would you rather sell a product with a long sales cycle and huge payoff or a short cycle with smaller wins?
💡 Example: "Would you rather sell a product with a long sales cycle and huge payoff or a short cycle with smaller wins? Share your thinking!"
To use these templates, simply copy and paste your chosen prompt into your community post or thread. Add a brief invitation for members to explain their choices. For extra impact, schedule these posts regularly (weekly or biweekly) to build a fun tradition. Mix up the timing and themes to keep things fresh and relevant to your sales audience.
For all platforms, use eye-catching formatting like emojis or bold text to highlight your Would You Rather post. Pin or feature the prompt for maximum visibility. Encourage replies by tagging a few active members in the comments to get the conversation started.
Once a week or every other week works well for most communities. This keeps the activity fresh without overwhelming members.
Tag a few active members to start the discussion and invite everyone to share why they picked their option.
Absolutely! Feel free to adjust wording or add your own twist to better match your community's tone and style.
Try rephrasing the prompt, or follow up by sharing your own answer and asking for feedback from the group.
Yes, these prompts are designed to be appropriate and engaging in both public and private sales groups.
Definitely! They work well for icebreakers, team-building, or energizing remote meetings.
Yes, inviting members to explain their reasoning makes the discussion richer and helps people connect over shared experiences.