Looking for a fun way to energize your sales closing community? Guessing games are the perfect solution to spark engagement and get everyone involved. With these playful prompts, you will turn passive members into active participants and add a dose of excitement to your daily discussions.
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Guessing games tap into the natural curiosity and competitive spirit found in sales professionals. By presenting a playful challenge, these posts encourage members to think, interact, and share their predictions without pressure. This creates a positive feedback loop, where more engagement leads to increased learning and community bonding.
For sales closing communities, guessing games provide a low-barrier entry point for all member types. They allow both seasoned closers and newcomers to join the conversation, share experiences, and reflect on common sales scenarios. The lighthearted format keeps things approachable while fostering a sense of camaraderie and fun.
Most importantly, these games are memorable. Members are more likely to return and participate when they know engaging, enjoyable content awaits them. This not only boosts participation but also strengthens your community's culture and retention.
Guess how many follow-ups it took to close my biggest deal last month.
💡 Example: "Guess how many follow-ups it took to close my biggest deal last month. Closest guess wins a shoutout!"
I once closed a deal in record time. How many days do you think it took?
💡 Example: "I once closed a deal in record time. How many days do you think it took? Drop your guess!"
Which sales closing phrase do you think worked best for me last week: 'Ready to move forward?' or 'When would you like to start?'
💡 Example: "Which sales closing phrase do you think worked best for me last week: 'Ready to move forward?' or 'When would you like to start?'"
Guess which industry my last closed deal was in.
💡 Example: "Guess which industry my last closed deal was in. Hint: It is not tech!"
True or false: I have closed a deal on a Sunday.
💡 Example: "True or false: I have closed a deal on a Sunday."
Guess the biggest objection I faced before closing my top deal this quarter.
💡 Example: "Guess the biggest objection I faced before closing my top deal this quarter. What do you think it was?"
Which of these did I use to close my last deal: discount, free trial, or extended support?
💡 Example: "Which of these did I use to close my last deal: discount, free trial, or extended support?"
Can you guess how many emails I sent before getting a response that led to a close?
💡 Example: "Can you guess how many emails I sent before getting a response that led to a close? Closest guess wins!"
Guess which month is my best for closing deals every year.
💡 Example: "Guess which month is my best for closing deals every year. What is your best month?"
True or false: I have closed a deal over video chat.
💡 Example: "True or false: I have closed a deal over video chat."
Can you guess what time of day I usually close the most deals?
💡 Example: "Can you guess what time of day I usually close the most deals? Morning, afternoon, or evening?"
Which closing technique do you think I used most last quarter: assumptive, summary, or alternative close?
💡 Example: "Which closing technique do you think I used most last quarter: assumptive, summary, or alternative close?"
Guess the industry I find hardest to close deals in.
💡 Example: "Guess the industry I find hardest to close deals in. Any guesses?"
How many calls do you think it took to close my first ever deal?
💡 Example: "How many calls do you think it took to close my first ever deal? Closest guess gets a virtual high-five!"
True or false: I have offered a same-day discount to close a deal.
💡 Example: "True or false: I have offered a same-day discount to close a deal."
Guess what percentage of deals I close in person versus online.
💡 Example: "Guess what percentage of deals I close in person versus online. Take a wild guess!"
Which sales tool do you think helped me close my last deal: CRM, live chat, or phone?
💡 Example: "Which sales tool do you think helped me close my last deal: CRM, live chat, or phone?"
Guess how many deals I closed last week.
💡 Example: "Guess how many deals I closed last week. Winner gets a shoutout!"
True or false: I have closed a deal using only text messages.
💡 Example: "True or false: I have closed a deal using only text messages."
Which follow-up strategy do you think has worked best for me: email, call, or LinkedIn message?
💡 Example: "Which follow-up strategy do you think has worked best for me: email, call, or LinkedIn message?"
Guess how many minutes my longest closing call lasted.
💡 Example: "Guess how many minutes my longest closing call lasted. Closest wins bragging rights!"
True or false: I have closed a deal while traveling.
💡 Example: "True or false: I have closed a deal while traveling."
Guess what time of year I see the most sales closes.
💡 Example: "Guess what time of year I see the most sales closes. Your guess?"
Which type of client do you think is the easiest for me to close: startup, SMB, or enterprise?
💡 Example: "Which type of client do you think is the easiest for me to close: startup, SMB, or enterprise?"
Can you guess the most common objection I get before the close?
💡 Example: "Can you guess the most common objection I get before the close? Take a guess!"
Guess which region I closed my first deal in.
💡 Example: "Guess which region I closed my first deal in. Bonus points if you get the city too!"
True or false: I have closed a deal without a single phone call.
💡 Example: "True or false: I have closed a deal without a single phone call."
Guess which day of the week I close the most deals.
💡 Example: "Guess which day of the week I close the most deals. What is your best day?"
Which closing question do you think lands better: 'What is stopping you?' or 'Is there anything else you need?'
💡 Example: "Which closing question do you think lands better: 'What is stopping you?' or 'Is there anything else you need?'"
Can you guess the number of deals I closed this month with returning clients?
💡 Example: "Can you guess the number of deals I closed this month with returning clients? Closest guess gets a badge!"
True or false: I have gotten a 'yes' on the very first call.
💡 Example: "True or false: I have gotten a 'yes' on the very first call."
Guess which product feature helped me close the most recent deal.
💡 Example: "Guess which product feature helped me close the most recent deal. Any guesses?"
Which sales book do you think influenced my closing style the most: 'The Challenger Sale', 'SPIN Selling', or 'Never Split the Difference'?
💡 Example: "Which sales book do you think influenced my closing style the most: 'The Challenger Sale', 'SPIN Selling', or 'Never Split the Difference'?"
Guess how many rejections I received before my last big close.
💡 Example: "Guess how many rejections I received before my last big close. Closest guess wins!"
True or false: I have closed a deal at a networking event.
💡 Example: "True or false: I have closed a deal at a networking event."
Guess what percentage of my closes come from inbound leads.
💡 Example: "Guess what percentage of my closes come from inbound leads. Take your best guess!"
Which closing celebration do you think I prefer: coffee, shoutout, or team lunch?
💡 Example: "Which closing celebration do you think I prefer: coffee, shoutout, or team lunch?"
Guess how many times I have had to reschedule a closing call this year.
💡 Example: "Guess how many times I have had to reschedule a closing call this year. Closest gets a gif!"
True or false: I have closed a deal after midnight.
💡 Example: "True or false: I have closed a deal after midnight."
Guess which social platform led to my last closed deal.
💡 Example: "Guess which social platform led to my last closed deal. Was it LinkedIn, Twitter, or Facebook?"
Which of these do you think is my go-to closing question: 'What will it take to earn your business today?' or 'How soon would you like to see results?'
💡 Example: "Which of these do you think is my go-to closing question: 'What will it take to earn your business today?' or 'How soon would you like to see results?'"
To use these templates, simply pick a prompt that fits your community's mood and post it as-is or customize it with your own sales context. Rotate between different styles to keep things fresh, and encourage members to reply in the comments or through polls. Consider tagging specific members or teams to jumpstart participation, and always celebrate creative or correct answers to reinforce engagement.
These templates are designed for all platforms. For chat apps, use quick-fire rounds to build momentum. On forums and social feeds, pin or highlight popular guessing games to boost visibility. Use built-in poll or reaction features to streamline participation where available.
You can customize Guessing Game prompts to present real-world sales objections—such as 'Guess the most common objection when pitching our software to enterprise clients.' This encourages reps to think critically about objection patterns and share their approaches, sparking discussions that reinforce best practices for overcoming objections.
Focus on Guessing Game themes like 'Guess which closing technique led to the highest conversion last quarter' or 'Which trial close is most effective for B2B SaaS?' These scenarios prompt seasoned sales professionals to share insights and compare strategies, leveraging their experience to deepen peer learning.
Try prompts such as 'Guess the unique strategy used to close a recent six-figure deal' or 'Which creative closing question sealed the deal for our top performer last month?' This format invites members to share detailed stories, providing valuable context and inspiration for others in the community.
Absolutely! Use templates like 'Guess the biggest negotiation hurdle faced in Q2' or 'Which stakeholder usually slows down the deal in enterprise sales?' This approach surfaces recurring bottlenecks, allowing members to crowdsource solutions and share negotiation tactics specific to the closing phase.
Design prompts that span both selling contexts, such as 'Guess which follow-up method led to a same-day close—phone, email, or in-person meeting?' or 'Which closing question works best for remote demos vs. on-site pitches?' This inclusivity ensures all reps find the games applicable and engaging.
Yes! Use prompts like 'Guess the average days to close for our top 10% performers' or 'Which deal stage sees the highest drop-off before signature?' This connects the games directly to measurable performance data, helping members focus on tangible improvements in their sales closing processes.
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