Challenge Post Ideas for Sales Communities (40+ Templates)

Finding it hard to get your sales community buzzing with activity? Community challenges are a proven way to spark friendly competition, learning, and collaboration. Use these ready-to-go templates to energize your members and make engagement effortless.

Sales 40 Templates

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Why This Works

Community challenges tap into our natural desire for connection, achievement, and recognition. By presenting fun or practical tasks, you lower barriers to participation and give everyone a reason to get involved, no matter their experience level. This approach builds camaraderie and trust, making your community feel more vibrant and inclusive.

For sales professionals, challenges are especially motivating because they mirror the goals and targets they thrive on. When challenges are framed as opportunities to learn, share, or compete, members are more likely to participate, share their wins, and encourage others. Over time, these shared experiences help deepen relationships and foster a true sense of belonging.

40 Ready-to-Use Templates

1

Cold Call Challenge: Make 5 calls today and share your best opener in the comments.

💡 Example: "I made 5 calls and my best opener was 'Hi, I noticed your team recently...'"

🔴 High Engagement Barrier 👤 Average #cold calling #action #sharing
2

Pitch Perfect: Record a 1-minute elevator pitch and post it for feedback.

💡 Example: "Here is my 1-minute pitch for our new CRM solution."

🔴 High Engagement Barrier 👤 Frequent #pitch #video #feedback
3

Share your favorite closing question and tell us why it works for you.

💡 Example: "I always ask 'What would stop us from moving forward today?'"

🟡 Medium Engagement Barrier 👤 Average #closing #tips #discussion
4

Sales Obstacle Course: What was your biggest objection this week and how did you overcome it?

💡 Example: "A client worried about price, so I explained our ROI statistics."

🟡 Medium Engagement Barrier 👤 Frequent #objections #story #learning
5

Referral Rally! Ask for one referral today and share your approach.

💡 Example: "I asked my client after a successful demo and offered a thank you note."

🔴 High Engagement Barrier 👤 Top #referrals #action #sharing
6

Inbox Zero: Clear your sales inbox by end of day and post a screenshot or share your process.

💡 Example: "All emails answered by 5 pm! I use time blocking to stay on track."

🟡 Medium Engagement Barrier 👤 Frequent #productivity #action #sharing
7

Role Play Roulette: Pair up and role play a tough negotiation. Share your takeaways.

💡 Example: "I played the buyer and learned how to stay calm under pressure."

🔴 High Engagement Barrier 👤 Top #role play #negotiation #learning
8

Demo Day: Schedule a product demo with a new lead and tell us what worked best.

💡 Example: "I focused on showing ROI and the client responded well."

🟡 Medium Engagement Barrier 👤 Frequent #demo #leads #sharing
9

What is your go-to tool for prospecting? Share a quick tip for using it effectively.

💡 Example: "I use LinkedIn Sales Navigator and save leads for follow-up."

🟡 Medium Engagement Barrier 👤 Average #tools #prospecting #tips
10

Prospecting Power Hour: Spend 60 minutes finding leads and share your total at the end.

💡 Example: "I found 12 new leads in an hour using industry news sources."

🔴 High Engagement Barrier 👤 Frequent #prospecting #action #competition
11

Share one small win from your sales efforts this week.

💡 Example: "I booked a follow-up call with a tough prospect."

🟢 Low Engagement Barrier 👤 Lurker #wins #motivation #sharing
12

Follow-Up Frenzy: Send a follow-up to a stalled lead and share what you wrote.

💡 Example: "I sent a reminder email referencing their last concern."

🟡 Medium Engagement Barrier 👤 Average #follow-up #action #sharing
13

What is your favorite sales book or podcast? Recommend it to the group.

💡 Example: "'Sell or Be Sold' is my go-to for motivation."

🟢 Low Engagement Barrier 👤 Irregular #resources #recommendation #discussion
14

Share a sales meme or GIF that sums up your week.

💡 Example: "[Uploads meme about endless email chains]"

🟡 Medium Engagement Barrier 👤 Average #humor #media #sharing
15

Challenge: Try a new outreach channel (call, email, social) and share your results.

💡 Example: "I tested LinkedIn messages and got 2 replies."

🔴 High Engagement Barrier 👤 Frequent #outreach #experimentation #results
16

What is your favorite way to celebrate closing a deal?

💡 Example: "I treat myself to coffee and a walk."

🟢 Low Engagement Barrier 👤 Lurker #celebration #personal #discussion
17

Sales Bingo: Complete any 3 tasks from this bingo card and post your progress.

💡 Example: "I finished 3 in a row: cold call, demo, and follow-up."

🔴 High Engagement Barrier 👤 Average #game #tasks #competition
18

Share your best email subject line for getting a response.

💡 Example: "'Quick question about your workflow'"

🟡 Medium Engagement Barrier 👤 Average #email #tips #sharing
19

What is the best opening line you have used in a sales meeting?

💡 Example: "'Before we dive in, what challenge brought you here today?'"

🟢 Low Engagement Barrier 👤 Irregular #meetings #openers #discussion
20

Challenge: Reach out to a lost client and try to re-engage. Share what happened.

💡 Example: "I called a past client and they agreed to a new meeting."

🟡 Medium Engagement Barrier 👤 Frequent #client #re-engagement #action
21

Share your favorite motivational quote for tough sales days.

💡 Example: "'Success is not final, failure is not fatal.'"

🟢 Low Engagement Barrier 👤 Lurker #motivation #quotes #sharing
22

30-Second Pitch: Summarize your product in one sentence and post it here.

💡 Example: "Our app helps sales teams close deals 20 percent faster."

🟡 Medium Engagement Barrier 👤 Average #pitch #product #challenge
23

What is one sales skill you want to improve this month?

💡 Example: "I want to get better at handling objections."

🟢 Low Engagement Barrier 👤 Lurker #skills #self-improvement #discussion
24

Introduce yourself in 3 words related to sales.

💡 Example: "Curious, Driven, Connector"

🟢 Low Engagement Barrier 👤 Irregular #intros #icebreaker #fun
25

Challenge: Book one meeting today and share how you did it.

💡 Example: "I booked a meeting by following up with a LinkedIn message."

🔴 High Engagement Barrier 👤 Average #meetings #action #sharing
26

What is your secret weapon for prepping before a sales call?

💡 Example: "I research the company's latest news releases."

🟡 Medium Engagement Barrier 👤 Average #preparation #calls #tips
27

Share the funniest objection you have ever received.

💡 Example: "'Our dog is our decision maker.'"

🟢 Low Engagement Barrier 👤 Irregular #objections #humor #sharing
28

Challenge: Teach the group one sales tip you learned this week.

💡 Example: "I learned to use video in follow-up emails for higher reply rates."

🟡 Medium Engagement Barrier 👤 Frequent #learning #teaching #tips
29

Share a quick story about a sale that surprised you.

💡 Example: "A cold lead turned into my biggest deal after one follow-up."

🟢 Low Engagement Barrier 👤 Lurker #storytelling #surprise #sharing
30

Challenge: Write a rejection response that keeps the door open for future sales.

💡 Example: "'Thanks for your time, I will check in again next quarter.'"

🟡 Medium Engagement Barrier 👤 Average #rejection #writing #challenge
31

What is your go-to way to handle pricing objections?

💡 Example: "I break down the value and share customer success stories."

🟢 Low Engagement Barrier 👤 Irregular #pricing #objections #discussion
32

Flash Challenge: Share a screenshot of your pipeline progress today.

💡 Example: "[Uploads screenshot with 3 new deals added]"

🟡 Medium Engagement Barrier 👤 Frequent #pipeline #progress #sharing
33

What is the best piece of advice a sales manager ever gave you?

💡 Example: "'Always listen more than you talk.'"

🟢 Low Engagement Barrier 👤 Lurker #advice #mentorship #sharing
34

Challenge: Try a new follow-up strategy and tell us if it worked.

💡 Example: "I used a video message and got a reply in 10 minutes."

🟡 Medium Engagement Barrier 👤 Frequent #follow-up #experiment #results
35

Share a creative way to break the ice with new prospects.

💡 Example: "I mention a recent industry trend or news story."

🟢 Low Engagement Barrier 👤 Irregular #icebreaker #prospecting #creativity
36

Challenge: Give a shout-out to a colleague who inspired you this week.

💡 Example: "Shout-out to Sarah for crushing her weekly target!"

🟡 Medium Engagement Barrier 👤 Average #recognition #team #sharing
37

What is one sales myth you used to believe but no longer do?

💡 Example: "I thought cold calling was dead, but it still works."

🟢 Low Engagement Barrier 👤 Lurker #myths #learning #discussion
38

Challenge: Set a small sales goal for yourself today and share your progress.

💡 Example: "My goal was to book 2 demos and I achieved it by noon."

🟡 Medium Engagement Barrier 👤 Average #goal setting #progress #sharing
39

Share your favorite way to recharge between calls or meetings.

💡 Example: "I take a quick walk and stretch."

🟢 Low Engagement Barrier 👤 Lurker #wellness #breaks #sharing
40

Challenge: List 3 qualities that make a great salesperson and tag a member who embodies them.

💡 Example: "Persistence, empathy, positivity - tagging Alex for always inspiring us!"

🟡 Medium Engagement Barrier 👤 Average #qualities #recognition #team

How to Use These Templates

Pick a challenge template that fits your community's interests or current goals. Announce the challenge with clear steps and a friendly tone. Encourage members to post their progress or results, and be sure to celebrate participation with shout-outs, badges, or small rewards. Keep challenges short, simple, and varied to maintain interest and lower anxiety for new joiners.

Best Practices

  • Keep challenges achievable to avoid overwhelming members
  • Recognize and celebrate all participation, not just winners
  • Rotate challenge topics to appeal to different sales roles and experience levels
  • Share clear rules and examples with each challenge announcement
  • Encourage peer-to-peer support and positive feedback

All Platforms Tips

Since these templates are designed for all platforms, adapt the format to match your community's preferred channel. Use images or polls for visual platforms, create threads for discussion-based platforms, and leverage pinned posts or events to increase visibility. Always monitor responses and engage actively to keep the momentum going.

Frequently Asked Questions

How can I use these community challenge templates to encourage reps to share their most successful cold email scripts?

Leverage templates focused on prospecting wins or 'Show Your Best Outreach' challenges. Frame the challenge around sharing high-performing cold email scripts, the context behind them, and the measurable results (e.g., open rates, reply rates). This not only sparks discussion but also helps less experienced reps learn proven techniques tailored to your specific market or vertical.

What’s the best way to adapt the challenge templates for running a monthly 'Objection Handling Showdown' in my sales community?

Select templates designed for scenario-based challenges and theme them around common objections (e.g., budget, timing, competitor comparisons). Pose a challenge such as, 'Share your most effective response to the pricing objection,' and encourage members to record their scripts or role-play responses. Incentivize creative and successful techniques with recognition or small prizes.

Can I use these templates to foster healthy competition between inbound and outbound sales teams?

Absolutely! Utilize challenges like 'Deal of the Month' or 'Pipeline Growth Sprint' and segment participants by team. Track metrics such as leads generated, meetings booked, or deals closed. Encourage friendly competition by showcasing real-time leaderboards and celebrating both team-specific and overall achievements, driving motivation and collaboration.

How do I customize these challenge ideas to focus on demo booking rates for SDRs versus closing rates for AEs?

Tailor the challenge prompts to the unique KPIs of each role. For SDRs, create challenges like 'Book the Most Qualified Demos This Week' with clear criteria for qualification. For AEs, run challenges such as 'Highest Close Rate Challenge' with a focus on late-stage funnel activities. Use the templates’ flexible structure to spotlight each group’s priorities and foster cross-functional learning.

What’s an effective way to use these templates to generate discussion around lost deals and lessons learned?

Choose challenge formats like 'Deal Debrief Week' or 'Biggest Miss Challenge,' encouraging reps to share stories of lost deals, root causes (e.g., decision delays, product fit), and key learnings. Structure the template to prompt reflection and constructive feedback, turning setbacks into valuable coaching opportunities for the entire community.

How should I structure a challenge post to highlight creative upsell or cross-sell strategies shared by account managers?

Use templates that focus on 'Success Story' or 'Strategy Swap' challenges. Ask account managers to submit detailed accounts of unique upsell or cross-sell tactics they've implemented, including the client context, approach used, and measurable impact (e.g., ARR growth, expanded product adoption). Encourage follow-up Q&A to deepen the community’s understanding of advanced account expansion techniques.

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