Struggling to get your business development community talking? Guessing games are a lighthearted, proven way to break the ice and spark lively conversations. These ready-made templates make it effortless to engage members with fun, low-pressure challenges.
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Guessing games tap into people’s natural curiosity and desire to solve problems, creating an instant draw for even the quietest members. The playful challenge of figuring out the answer encourages participation without the intimidation of complex questions or research-heavy tasks. Members feel included and valued simply by taking a guess, lowering barriers to engagement and fostering a sense of belonging.
For business development communities, these games can cleverly introduce industry topics, highlight trends, or spark discussion about best practices, all while keeping the mood light and interactive. Members not only have fun but also learn from each other’s perspectives and predictions, building stronger connections that fuel ongoing involvement.
I just closed a deal in an industry you might not expect. Can you guess which one?
💡 Example: "I just closed a deal in an industry you might not expect. Can you guess which one?"
Guess how many follow-up emails it took for me to get a reply from a major client.
💡 Example: "Guess how many follow-up emails it took for me to get a reply from a major client."
Can you guess the top quality clients mention when choosing a business partner?
💡 Example: "Can you guess the top quality clients mention when choosing a business partner?"
This week, our team landed a deal with a global brand. Any guesses who it was?
💡 Example: "This week, our team landed a deal with a global brand. Any guesses who it was?"
Guess which business tool I cannot live without in my daily workflow.
💡 Example: "Guess which business tool I cannot live without in my daily workflow."
I once pitched a client at a surprising location. Guess where it was.
💡 Example: "I once pitched a client at a surprising location. Guess where it was."
Which city do you think is my top spot for networking events this year?
💡 Example: "Which city do you think is my top spot for networking events this year?"
Guess which social platform has brought me the most leads in 2024.
💡 Example: "Guess which social platform has brought me the most leads in 2024."
I recently learned a surprising fact about cold calling. Can you guess what it is?
💡 Example: "I recently learned a surprising fact about cold calling. Can you guess what it is?"
Guess my favorite way to break the ice in a first meeting.
💡 Example: "Guess my favorite way to break the ice in a first meeting."
Which month do you think is best for launching a new business partnership?
💡 Example: "Which month do you think is best for launching a new business partnership?"
Can you guess what percentage of deals come from referrals in my business?
💡 Example: "Can you guess what percentage of deals come from referrals in my business?"
Guess how many coffees I had before my last successful pitch.
💡 Example: "Guess how many coffees I had before my last successful pitch."
Which book do you think has influenced my business strategy the most?
💡 Example: "Which book do you think has influenced my business strategy the most?"
I once got my biggest lead from an unusual activity. Guess what it was.
💡 Example: "I once got my biggest lead from an unusual activity. Guess what it was."
Guess which common business buzzword I secretly dislike.
💡 Example: "Guess which common business buzzword I secretly dislike."
Can you guess how many business cards I collected at my last event?
💡 Example: "Can you guess how many business cards I collected at my last event?"
Guess the most unusual place I have closed a business deal.
💡 Example: "Guess the most unusual place I have closed a business deal."
Which classic sales technique do you think still works best today?
💡 Example: "Which classic sales technique do you think still works best today?"
I once used a pop culture reference in a pitch. Guess which movie it was from.
💡 Example: "I once used a pop culture reference in a pitch. Guess which movie it was from."
Guess how many LinkedIn connections I made last month.
💡 Example: "Guess how many LinkedIn connections I made last month."
Which productivity hack do you think doubled my outreach success?
💡 Example: "Which productivity hack do you think doubled my outreach success?"
My first business trip was to a city starting with S. Guess the city.
💡 Example: "My first business trip was to a city starting with S. Guess the city."
Guess which day of the week I get the most responses to emails.
💡 Example: "Guess which day of the week I get the most responses to emails."
Can you guess the first thing I do before a sales meeting?
💡 Example: "Can you guess the first thing I do before a sales meeting?"
Guess which CRM feature saves me the most time each day.
💡 Example: "Guess which CRM feature saves me the most time each day."
I once got a referral from a very unexpected person. Guess their role.
💡 Example: "I once got a referral from a very unexpected person. Guess their role."
Which business podcast do you think I never miss each week?
💡 Example: "Which business podcast do you think I never miss each week?"
Guess how many virtual meetings I hosted last quarter.
💡 Example: "Guess how many virtual meetings I hosted last quarter."
Can you guess my go-to icebreaker question for new clients?
💡 Example: "Can you guess my go-to icebreaker question for new clients?"
I once closed a deal in under 10 minutes. Guess how I did it.
💡 Example: "I once closed a deal in under 10 minutes. Guess how I did it."
Guess which business book I am currently reading.
💡 Example: "Guess which business book I am currently reading."
Which tech tool do you think I used to automate my outreach last month?
💡 Example: "Which tech tool do you think I used to automate my outreach last month?"
I once followed up with a client in a very creative way. Guess what I did.
💡 Example: "I once followed up with a client in a very creative way. Guess what I did."
Guess the most common objection I hear during pitches.
💡 Example: "Guess the most common objection I hear during pitches."
Which business trend do you think I am most excited about in 2024?
💡 Example: "Which business trend do you think I am most excited about in 2024?"
Guess how many proposals I sent out this week.
💡 Example: "Guess how many proposals I sent out this week."
Can you guess what I believe is the biggest myth in business development?
💡 Example: "Can you guess what I believe is the biggest myth in business development?"
I once networked at a spot you would never expect. Guess where.
💡 Example: "I once networked at a spot you would never expect. Guess where."
Guess the one thing I always keep in my briefcase for meetings.
💡 Example: "Guess the one thing I always keep in my briefcase for meetings."
Which type of event do you think helped me meet my best client?
💡 Example: "Which type of event do you think helped me meet my best client?"
Pick a template that fits your community’s interests or current discussions. Post it as a standalone thread, a story, or even in your newsletter. Always encourage everyone to guess, and follow up with the answer or recognition for creative responses. Rotate through different types of guessing prompts to keep things fresh and appeal to both new and established members.
Since these templates work on all platforms, adjust the format to fit your posting style. Use images or polls for visual platforms, text prompts for forums or Slack, and stories for apps like Instagram or LinkedIn. Always respond promptly to guesses to keep engagement high.
To engage your community, create guessing games where members estimate figures such as average deal size, quarterly lead-to-client conversion rates, or days in the sales pipeline. For example, post anonymized stats or case studies and ask members to guess the outcome. This sparks discussion on benchmarks and strategies while staying highly relevant to business development metrics.
Structure guessing games around outreach data, such as number of touches before a response or typical open rates for cold emails. Ask members to submit their own experiences anonymously and let the community guess the results. This not only drives engagement but also crowdsources real-world benchmarks, encouraging open dialogue about prospecting best practices.
Develop scenario-based games where you present excerpts from sales calls or email threads (with details anonymized), then ask members to guess the objection or the negotiation tactic that led to a successful outcome. This helps members learn from real interactions and fosters collaborative problem-solving specific to business development challenges.
Absolutely. You can, for example, post anonymized survey results on CRM adoption or sales tool usage and have members guess the most popular platforms or common challenges faced during implementation. This encourages peer-to-peer learning about effective tech stacks and real adoption hurdles unique to business development teams.
Create games where members guess metrics related to new trends—like 'What percentage of our members have implemented Account-Based Marketing this year?' or 'Guess the increase in leads from LinkedIn outreach compared to last year.' This not only educates members on current trends but also drives meaningful discussion about evolving business development methodologies.
Design games that present realistic pipeline issues, such as forecasting accuracy, churn prediction, or multi-stakeholder deal complexities. Ask members to guess outcomes from anonymized case studies or simulated dashboards. This approach leverages shared pain points in SaaS and enterprise sales, leading to valuable peer insights and robust discussion.
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