Guessing Game Post Ideas to Boost Sales Community Engagement

Frustrated with keeping your sales community buzzing with energy and interaction? Guessing Game posts are a simple, fun way to encourage your members to participate without pressure. Get ready to spark playful conversations and drive engagement with these easy-to-use templates.

Sales 41 Templates

πŸ“… Schedule a Week of Posts in 5 Minutes

Plan your content calendar and auto-post to Skool, Circle, or Mighty Networks

Try Free for 14 Days β†’

Why This Works

Guessing Game posts tap into our natural curiosity and competitive spirit, making them irresistible for community members. By presenting a clue or partial information, you invite everyone to take part, regardless of experience or expertise. The lighthearted nature of guessing helps lower the barrier to participation, making even shy or new members feel comfortable joining in.

In sales communities, these games can easily be themed around common experiences, industry facts, or even fun hypotheticals. Because the focus is on fun rather than accuracy, members are more likely to jump in and connect with others over shared laughter and interesting reveals. This approach not only boosts immediate engagement but also helps build a sense of camaraderie and belonging.

41 Ready-to-Use Templates

1

Guess how many cold calls our team made last week.

πŸ’‘ Example: "Guess how many cold calls our team made last week. Closest answer wins bragging rights!"

🟑 Medium Engagement Barrier πŸ‘€ Average #numbers #team #activity
2

Which sales tool am I describing: tracks emails, integrates with Gmail, and gives read receipts?

πŸ’‘ Example: "Which sales tool am I describing: tracks emails, integrates with Gmail, and gives read receipts?"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #tools #tech #productivity
3

Can you guess the top objection I heard from prospects this month?

πŸ’‘ Example: "Can you guess the top objection I heard from prospects this month? Share your thoughts below."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #objections #prospecting #challenge
4

What percentage of deals do you think close after the first call?

πŸ’‘ Example: "What percentage of deals do you think close after the first call?"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #statistics #deals #education
5

Guess the most popular CRM among our members.

πŸ’‘ Example: "Guess the most popular CRM among our members. Any predictions?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #CRM #tools #community
6

Which country do you think had the highest sales growth last year?

πŸ’‘ Example: "Which country do you think had the highest sales growth last year?"

🟑 Medium Engagement Barrier πŸ‘€ Average #geography #growth #industry
7

Guess my favorite sales book based on this quote: Always be closing.

πŸ’‘ Example: "Guess my favorite sales book based on this quote: Always be closing."

🟒 Low Engagement Barrier πŸ‘€ Average #books #quotes #fun
8

I just landed a deal with a company that starts with S. Can you guess who?

πŸ’‘ Example: "I just landed a deal with a company that starts with S. Can you guess who?"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #clients #mystery #wins
9

What do you think is the most common sales email subject line?

πŸ’‘ Example: "What do you think is the most common sales email subject line?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #email #communication #subject line
10

Can you guess how many demos I scheduled this week?

πŸ’‘ Example: "Can you guess how many demos I scheduled this week?"

🟒 Low Engagement Barrier πŸ‘€ Lurker #demos #personal #numbers
11

Which sales movie am I hinting at: Features coffee, leads, and lots of pressure?

πŸ’‘ Example: "Which sales movie am I hinting at: Features coffee, leads, and lots of pressure?"

🟑 Medium Engagement Barrier πŸ‘€ Average #movies #pop culture #fun
12

Guess what day of the week I close the most deals.

πŸ’‘ Example: "Guess what day of the week I close the most deals."

🟑 Medium Engagement Barrier πŸ‘€ Average #days #routine #habits
13

Can you guess the biggest deal I ever closed? Hint: It was in 2022.

πŸ’‘ Example: "Can you guess the biggest deal I ever closed? Hint: It was in 2022."

🟒 Low Engagement Barrier πŸ‘€ Lurker #personal #big wins #year
14

Which sales phrase am I describing: It means understanding your customer deeply.

πŸ’‘ Example: "Which sales phrase am I describing: It means understanding your customer deeply."

🟑 Medium Engagement Barrier πŸ‘€ Average #phrases #terminology #education
15

Guess the most common reason deals fall through.

πŸ’‘ Example: "Guess the most common reason deals fall through."

πŸ”΄ High Engagement Barrier πŸ‘€ Top #deals #failures #challenges
16

How fast do you think the average salesperson responds to a hot lead? Guess in minutes.

πŸ’‘ Example: "How fast do you think the average salesperson responds to a hot lead? Guess in minutes."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #response time #leads #stats
17

Guess which product feature is mentioned most in our client calls.

πŸ’‘ Example: "Guess which product feature is mentioned most in our client calls."

🟑 Medium Engagement Barrier πŸ‘€ Average #product #features #calls
18

Can you guess which month is our slowest for sales?

πŸ’‘ Example: "Can you guess which month is our slowest for sales?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #seasonality #months #trends
19

Guess the most-used emoji in our sales team Slack channel.

πŸ’‘ Example: "Guess the most-used emoji in our sales team Slack channel."

🟒 Low Engagement Barrier πŸ‘€ Lurker #emojis #team #fun
20

What do you think is the average number of follow-ups before a deal closes?

πŸ’‘ Example: "What do you think is the average number of follow-ups before a deal closes?"

🟑 Medium Engagement Barrier πŸ‘€ Average #follow-up #process #stats
21

Guess which industry buys our product the most.

πŸ’‘ Example: "Guess which industry buys our product the most."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #industry #buyers #product
22

If you could guess, what is the top sales KPI tracked worldwide?

πŸ’‘ Example: "If you could guess, what is the top sales KPI tracked worldwide?"

🟑 Medium Engagement Barrier πŸ‘€ Average #KPI #metrics #industry
23

Which sales leader am I quoting: Success is not owned, it is leased, and rent is due every day.

πŸ’‘ Example: "Which sales leader am I quoting: Success is not owned, it is leased, and rent is due every day."

πŸ”΄ High Engagement Barrier πŸ‘€ Top #quotes #leaders #motivation
24

Can you guess the most requested feature from our customers?

πŸ’‘ Example: "Can you guess the most requested feature from our customers?"

🟑 Medium Engagement Barrier πŸ‘€ Average #feedback #product #requests
25

Guess how many LinkedIn messages I received from recruiters last month.

πŸ’‘ Example: "Guess how many LinkedIn messages I received from recruiters last month."

🟒 Low Engagement Barrier πŸ‘€ Lurker #LinkedIn #networking #fun
26

Which sales metric do you think is hardest to measure accurately?

πŸ’‘ Example: "Which sales metric do you think is hardest to measure accurately?"

🟑 Medium Engagement Barrier πŸ‘€ Average #metrics #measurement #challenge
27

Guess what percentage of sales pros prefer working remotely.

πŸ’‘ Example: "Guess what percentage of sales pros prefer working remotely."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #remote work #preferences #stats
28

Can you guess which day of the month quotas are hit most often?

πŸ’‘ Example: "Can you guess which day of the month quotas are hit most often?"

🟑 Medium Engagement Barrier πŸ‘€ Average #quotas #timing #performance
29

Guess which sales skill is mentioned most on resumes.

πŸ’‘ Example: "Guess which sales skill is mentioned most on resumes."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #skills #resumes #career
30

Which follow-up method do you think gets the best response rate: email, phone, or LinkedIn?

πŸ’‘ Example: "Which follow-up method do you think gets the best response rate: email, phone, or LinkedIn?"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #follow-up #channels #outreach
31

Guess how many cups of coffee our sales team drinks in a week.

πŸ’‘ Example: "Guess how many cups of coffee our sales team drinks in a week."

🟒 Low Engagement Barrier πŸ‘€ Lurker #coffee #team #fun
32

Can you guess which social platform drives the most leads for us?

πŸ’‘ Example: "Can you guess which social platform drives the most leads for us?"

🟑 Medium Engagement Barrier πŸ‘€ Average #social media #leads #channels
33

Which classic sales book features a character named Willy Loman?

πŸ’‘ Example: "Which classic sales book features a character named Willy Loman?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #books #literature #fun
34

Guess what time of day most outbound sales calls are made.

πŸ’‘ Example: "Guess what time of day most outbound sales calls are made."

🟑 Medium Engagement Barrier πŸ‘€ Average #timing #calls #routine
35

Can you guess our team's favorite way to celebrate a closed deal?

πŸ’‘ Example: "Can you guess our team's favorite way to celebrate a closed deal?"

🟒 Low Engagement Barrier πŸ‘€ Lurker #celebration #team #wins
36

Which sales buzzword do you think is the most overused this year?

πŸ’‘ Example: "Which sales buzzword do you think is the most overused this year?"

🟑 Medium Engagement Barrier πŸ‘€ Average #buzzwords #trends #language
37

Guess the first thing a new salesperson should master.

πŸ’‘ Example: "Guess the first thing a new salesperson should master."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #onboarding #skills #training
38

Can you guess which competitor we see most often in deals?

πŸ’‘ Example: "Can you guess which competitor we see most often in deals?"

🟑 Medium Engagement Barrier πŸ‘€ Average #competition #deals #market
39

Guess which sales conference is the most attended globally.

πŸ’‘ Example: "Guess which sales conference is the most attended globally."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #conference #events #industry
40

Which sales tip do you think is most often ignored?

πŸ’‘ Example: "Which sales tip do you think is most often ignored?"

🟑 Medium Engagement Barrier πŸ‘€ Average #tips #advice #habits
41

Can you guess what our team's unofficial motto is?

πŸ’‘ Example: "Can you guess what our team's unofficial motto is?"

🟒 Low Engagement Barrier πŸ‘€ Lurker #team #motto #culture

How to Use These Templates

To use these templates, simply copy and paste your chosen prompt into your community platform. Add an emoji or image if desired, and encourage members to share their guesses in the comments. Reveal the answer after some time to keep things interactive. Rotate themes and keep questions simple so everyone can participate without needing to research. Use these as regular engagement posts or during slow periods to revive conversation.

Best Practices

  • Keep clues simple and relatable to everyday sales experiences.
  • Encourage friendly competition by inviting follow-up discussion after guesses.
  • Mix up topics so all members can find something familiar to guess.
  • Reveal answers within a set timeframe to maintain momentum.
  • Celebrate creative or unexpected guesses to foster positive vibes.

All Platforms Tips

These Guessing Game templates are designed for all platforms. For forums and Slack-type spaces, use threads or replies to keep guesses organized. On social platforms like Facebook, LinkedIn, or Discord, use reactions, polls, or tagging to increase visibility. Always monitor responses to keep the conversation positive and inclusive.

Frequently Asked Questions

How can I create Guessing Game posts that highlight common sales objections for our reps to identify?

Design Guessing Game posts around objection-handling scenarios, such as 'Guess which objection closed this deal: Price, Timing, or Competition?' This encourages reps to discuss real-world objections, share tactics, and learn from others’ experiences. It also helps surface recurring challenges within your team.

What’s the best way to use Guessing Games to reinforce product knowledge among sales team members?

Structure posts like 'Guess which product feature won this client over?' or post anonymized sales scenarios and ask members to guess the key selling point. This approach helps sales professionals practice positioning and recall important product differentiators in a fun, interactive format.

Can I use Guessing Game templates to simulate pipeline forecasting exercises for sales reps?

Absolutely! Post snippets from real or simulated deals and ask members to guess the expected close date or probability of closing (e.g., 'Guess the forecast category: Commit, Best Case, or Pipeline'). This drives discussion around forecasting accuracy and the reasoning behind deal qualification.

How can Guessing Games help train newer sales reps on lead qualification criteria?

Create posts like 'Based on this lead description, guess if it’s a Marketing Qualified Lead (MQL) or Sales Qualified Lead (SQL).' This encourages group analysis of qualification criteria and sharpens reps’ discernment, using practical, industry-specific scenarios.

What are some effective ways to incorporate quota attainment themes into Guessing Game posts?

Feature anonymized sales results and prompt 'Guess which rep hit 150% of quota this quarter?' or 'Which activity most contributed to exceeding target: Cold Calls, Demos, or Referrals?' This not only celebrates achievements but also sparks discussions about successful sales strategies.

How do I leverage Guessing Games to spark conversations about competitor differentiation in the sales process?

Post real-world win/loss stories (anonymized) and ask members to guess which competitor was involved or what differentiated your offering. For example, 'Guess which competitor we beat and why: Price, Feature Set, or Relationship?' This encourages strategic thinking about market positioning.

πŸ“…
Schedule these posts to your community
Plan ahead & auto-post to Skool, Circle, or Mighty Networks
Try Free β†’
✓ Copied to clipboard!