Free Guessing Game Templates for Reselling Groups

Tired of trying to spark fun conversations in your reselling community? Guessing Game posts are the perfect way to get members talking, laughing, and sharing their knowledge. Use these playful templates to drive lively engagement and keep your group active.

Reselling 41 Templates

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Why This Works

Guessing Games tap into our natural curiosity and desire to solve puzzles. When reselling community members are challenged with a clue or a mystery, they become more invested in the discussion and are eager to participate. This playful approach lowers the barrier for engagement, making it easy for everyone to join in without feeling pressured.

By focusing on lighthearted speculation, these posts create a sense of camaraderie and fun competition. Members can showcase their expertise and share their experiences, all while fostering genuine connections. The guessing format also encourages lurkers or less active members to comment, since the questions are easy, accessible, and enjoyable.

41 Ready-to-Use Templates

1

Guess what my highest profit flip was last month. Hint: It was not clothing!

💡 Example: "Guess what my highest profit flip was last month. Hint: It was not clothing!"

🔴 High Engagement Barrier 👤 Average #profit #personal #mystery
2

I found an item for $5 and sold it for over $100. Can you guess what it was?

💡 Example: "I found an item for $5 and sold it for over $100. Can you guess what it was?"

🟡 Medium Engagement Barrier 👤 Frequent #flip #price #story
3

Which platform did I make my biggest sale on last week? Take a guess!

💡 Example: "Which platform did I make my biggest sale on last week? Take a guess!"

🟡 Medium Engagement Barrier 👤 Average #platform #sales #question
4

Guess how many pairs of shoes I sold in April. Closest answer gets a shoutout.

💡 Example: "Guess how many pairs of shoes I sold in April. Closest answer gets a shoutout."

🔴 High Engagement Barrier 👤 Top #shoes #numbers #challenge
5

Can you guess what brand I sold three times last week?

💡 Example: "Can you guess what brand I sold three times last week?"

🟢 Low Engagement Barrier 👤 Irregular #brand #repeat #clue
6

I sourced something vintage this weekend. Guess what decade it is from!

💡 Example: "I sourced something vintage this weekend. Guess what decade it is from!"

🟡 Medium Engagement Barrier 👤 Frequent #vintage #decade #sourcing
7

Which item did I think would never sell but surprised me? Hint: It is kitchen related.

💡 Example: "Which item did I think would never sell but surprised me? Hint: It is kitchen related."

🟡 Medium Engagement Barrier 👤 Average #surprise #kitchen #story
8

Guess the most common item type I shipped last month.

💡 Example: "Guess the most common item type I shipped last month."

🟢 Low Engagement Barrier 👤 Lurker #shipment #common #stat
9

I just had my fastest sale ever. Guess how many minutes it took!

💡 Example: "I just had my fastest sale ever. Guess how many minutes it took!"

🔴 High Engagement Barrier 👤 Top #fast #sale #timing
10

Guess which day of the week I sell the most items.

💡 Example: "Guess which day of the week I sell the most items."

🟡 Medium Engagement Barrier 👤 Average #days #sales #trend
11

I sold an item internationally this week. Guess which country it went to!

💡 Example: "I sold an item internationally this week. Guess which country it went to!"

🟡 Medium Engagement Barrier 👤 Frequent #international #shipping #country
12

Can you guess what type of item had the most watchers on my listings?

💡 Example: "Can you guess what type of item had the most watchers on my listings?"

🟡 Medium Engagement Barrier 👤 Irregular #watchers #interest #listing
13

Guess the most unusual item I sold last month. Hint: It is not clothing.

💡 Example: "Guess the most unusual item I sold last month. Hint: It is not clothing."

🟡 Medium Engagement Barrier 👤 Average #unusual #item #mystery
14

What do you think was my best sourcing location this year? Take a guess.

💡 Example: "What do you think was my best sourcing location this year? Take a guess."

🟢 Low Engagement Barrier 👤 Lurker #sourcing #location #question
15

Guess how many listings I created in one day during my busiest week.

💡 Example: "Guess how many listings I created in one day during my busiest week."

🟡 Medium Engagement Barrier 👤 Frequent #listings #busy #numbers
16

I bought a mystery box online. Guess one item I found inside.

💡 Example: "I bought a mystery box online. Guess one item I found inside."

🟡 Medium Engagement Barrier 👤 Average #mystery box #unboxing #fun
17

Which season do you think brings me the most sales?

💡 Example: "Which season do you think brings me the most sales?"

🟢 Low Engagement Barrier 👤 Lurker #season #sales #guess
18

Guess the most expensive item I have ever sourced.

💡 Example: "Guess the most expensive item I have ever sourced."

🟢 Low Engagement Barrier 👤 Irregular #expensive #sourcing #question
19

I once flipped an item in less than a day. Guess what it was.

💡 Example: "I once flipped an item in less than a day. Guess what it was."

🟡 Medium Engagement Barrier 👤 Frequent #quick flip #item #story
20

Guess what my first ever sale was. Hint: It is something small.

💡 Example: "Guess what my first ever sale was. Hint: It is something small."

🔴 High Engagement Barrier 👤 Average #first sale #nostalgia #clue
21

Which color of item do you think sells best for me? Make a guess!

💡 Example: "Which color of item do you think sells best for me? Make a guess!"

🟢 Low Engagement Barrier 👤 Lurker #color #sales #fun
22

I recently sold an item with a celebrity connection. Guess who it was related to!

💡 Example: "I recently sold an item with a celebrity connection. Guess who it was related to!"

🟡 Medium Engagement Barrier 👤 Frequent #celebrity #sale #mystery
23

Guess the item type I always find at yard sales.

💡 Example: "Guess the item type I always find at yard sales."

🟢 Low Engagement Barrier 👤 Irregular #yard sale #item #common
24

Which category do you think brings the highest margins in my store?

💡 Example: "Which category do you think brings the highest margins in my store?"

🟡 Medium Engagement Barrier 👤 Average #category #margins #question
25

I just sold something seasonal. Guess which holiday it was for.

💡 Example: "I just sold something seasonal. Guess which holiday it was for."

🟢 Low Engagement Barrier 👤 Lurker #holiday #seasonal #sale
26

Guess the app I use the most for sourcing deals.

💡 Example: "Guess the app I use the most for sourcing deals."

🟡 Medium Engagement Barrier 👤 Frequent #apps #sourcing #tools
27

Can you guess how many returns I handled last month?

💡 Example: "Can you guess how many returns I handled last month?"

🟢 Low Engagement Barrier 👤 Irregular #returns #stats #guess
28

Guess what item took the longest to sell in my shop.

💡 Example: "Guess what item took the longest to sell in my shop."

🟡 Medium Engagement Barrier 👤 Average #long sale #item #patience
29

Which packaging trick do you think saves me the most time?

💡 Example: "Which packaging trick do you think saves me the most time?"

🟢 Low Engagement Barrier 👤 Lurker #packaging #tricks #efficiency
30

I scored a rare collectible last week. Guess what it was!

💡 Example: "I scored a rare collectible last week. Guess what it was!"

🟡 Medium Engagement Barrier 👤 Frequent #collectible #rare #find
31

Guess which item my buyers always compliment in their reviews.

💡 Example: "Guess which item my buyers always compliment in their reviews."

🟢 Low Engagement Barrier 👤 Lurker #reviews #compliments #items
32

Which shipping carrier did I use most last quarter? Take a guess!

💡 Example: "Which shipping carrier did I use most last quarter? Take a guess!"

🟡 Medium Engagement Barrier 👤 Average #shipping #carrier #trend
33

Guess how many new followers I gained last week.

💡 Example: "Guess how many new followers I gained last week."

🟢 Low Engagement Barrier 👤 Irregular #followers #social #growth
34

I sold something from a famous brand. Guess which one.

💡 Example: "I sold something from a famous brand. Guess which one."

🟡 Medium Engagement Barrier 👤 Frequent #brand #fame #sale
35

Guess which thrift store always has the best deals in my area.

💡 Example: "Guess which thrift store always has the best deals in my area."

🟢 Low Engagement Barrier 👤 Lurker #thrift #deals #local
36

My weirdest flip this year was from which category? Make your guess.

💡 Example: "My weirdest flip this year was from which category? Make your guess."

🟡 Medium Engagement Barrier 👤 Average #weird #flip #category
37

Guess how many photos I take for each listing on average.

💡 Example: "Guess how many photos I take for each listing on average."

🟢 Low Engagement Barrier 👤 Lurker #photos #listing #process
38

I flipped something tech-related recently. Guess what it was.

💡 Example: "I flipped something tech-related recently. Guess what it was."

🟡 Medium Engagement Barrier 👤 Frequent #tech #flip #recent
39

Which day do you think I source the most items?

💡 Example: "Which day do you think I source the most items?"

🟢 Low Engagement Barrier 👤 Average #sourcing #days #routine
40

Guess the most popular size I sold last month.

💡 Example: "Guess the most popular size I sold last month."

🟢 Low Engagement Barrier 👤 Irregular #size #sales #popularity
41

I once found a valuable item in the clearance bin. Guess what it was.

💡 Example: "I once found a valuable item in the clearance bin. Guess what it was."

🟡 Medium Engagement Barrier 👤 Average #clearance #find #value

How to Use These Templates

To use these templates, simply copy and paste your favorite prompt into your community platform. Customize the details to fit your latest flips, sales, or trends. Encourage all members to take a guess, and consider revealing the answer in a follow-up post or comment. Mix in these Guessing Games regularly to keep your group lively and interactive. Celebrate creative or correct answers with shoutouts or small rewards to boost excitement.

Best Practices

  • Keep clues simple and avoid making questions too obscure.
  • Highlight members' correct or creative guesses to build momentum.
  • Rotate topics between items, sales, trends, and personal stories.
  • Encourage friendly competition but maintain a supportive tone.
  • Follow up with answers to close the loop and maintain trust.

All Platforms Tips

On all platforms, use eye-catching images or emojis to enhance your Guessing Game posts. Pin or highlight popular guessing threads to encourage ongoing participation. Use polls or reaction features where available to make guessing even easier.

Frequently Asked Questions

How can I use these guessing game templates to highlight unique inventory items like vintage clothing or limited-edition sneakers?

You can tailor the guessing game templates to showcase specific inventory types by posting close-up photos, blurred images, or fun hints about rare tags, release years, or brand collaborations. This encourages members to engage by guessing item details, and gives you a natural segue into revealing product features, origin stories, or restock announcements—sparking both interaction and sales interest.

What’s the best way to integrate resale-related clues, like original retail price or authenticity markers, into my guessing games?

Incorporate clues such as 'Guess the OG retail price of this pair' or 'Spot the authentic detail in this photo' to both educate your group and make the game relevant to resellers. This not only increases engagement but also helps members sharpen their pricing and authentication skills, which are critical in the reselling industry.

How do I design guessing games around trending reselling niches, such as Funko Pops or vintage band tees?

Use niche-specific references in your templates, like 'Guess the band on this 90s tee' or 'Which Funko Pop sold out the fastest last month?' These targeted prompts tap into current trends and foster excitement within subgroups of your audience, leading to higher participation and more specialized discussions.

Can I use these templates to educate newer members on shipping methods or platform fees common in reselling?

Absolutely. Create games where members guess the correct shipping class for a particular item (e.g., 'Which USPS method would you use to ship these sneakers?') or estimate platform fee percentages for a mystery sale. This turns industry know-how into fun, bite-sized learning experiences.

How do I handle disputes if multiple members claim to have guessed the correct item or price first in the game?

Establish clear rules in each guessing game template, such as 'First correct answer visible on my screen wins' or using time stamps as the official record. In cases of dispute, refer to your group’s posted guidelines and consider rewarding honorable mentions to maintain goodwill—reinforcing trust and community spirit among resellers.

What strategies work best for using guessing games to promote upcoming drops, flash sales, or mystery boxes in my reselling group?

Design your guessing prompts to tease upcoming inventory or special events, such as 'Guess the brand featured in tomorrow’s drop' or 'What’s inside this week’s mystery box?' After the game, reveal details and provide early access or coupon codes to participants, effectively converting engagement into anticipation and sales.

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