Supercharge Drop Shipping Community Engagement with Guessing Game Prompts

Running out of fresh ways to engage your drop shipping community? Guessing games offer a playful approach to spark conversation, encourage participation, and bring members together. Use these ready-made templates to create fun, interactive posts that turn every guess into a moment of connection.

Drop Shipping 41 Templates

Generate Unlimited Templates with AI

Get personalized templates for your community in seconds

Start Free Trial β†’

Why This Works

Guessing games tap into our natural curiosity and competitive spirit. By inviting members to predict, speculate, or deduce answers, you trigger a light sense of challenge that keeps engagement high. These games work because they are quick to participate in, require no special research, and give everyone a chance to shine regardless of their experience level.

In drop shipping communities, guessing games are especially effective because they draw on trends, products, and industry quirks that members love to discuss. This playful format can break the ice, encourage shy members to speak up, and create memorable moments that strengthen your community's bonds.

41 Ready-to-Use Templates

1

Guess which product was my top seller last month: phone cases, water bottles, or socks?

πŸ’‘ Example: "Guess which product was my top seller last month: phone cases, water bottles, or socks?"

🟑 Medium Engagement Barrier πŸ‘€ Average #product #sales #multiple-choice
2

I once had a package delivered to a very unusual place. Can you guess where?

πŸ’‘ Example: "I once had a package delivered to a very unusual place. Can you guess where?"

🟑 Medium Engagement Barrier πŸ‘€ Irregular #story #shipping #fun
3

Which one of these niche markets do you think brings in the highest margins: pet accessories, tech gadgets, or home decor?

πŸ’‘ Example: "Which one of these niche markets do you think brings in the highest margins: pet accessories, tech gadgets, or home decor?"

🟑 Medium Engagement Barrier πŸ‘€ Average #niche #profit #multiple-choice
4

Guess how many products I launched before I made my first sale.

πŸ’‘ Example: "Guess how many products I launched before I made my first sale."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #milestone #personal #numbers
5

Can you guess which country my very first customer came from?

πŸ’‘ Example: "Can you guess which country my very first customer came from?"

🟑 Medium Engagement Barrier πŸ‘€ Average #personal #international #fun
6

I had a product go viral last year. Guess what it was!

πŸ’‘ Example: "I had a product go viral last year. Guess what it was!"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #viral #product #story
7

Guess how many hours a week I spend on customer service.

πŸ’‘ Example: "Guess how many hours a week I spend on customer service."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #operations #personal #numbers
8

Which of these is NOT a real drop shipping headache: delayed shipments, lost packages, or too many orders?

πŸ’‘ Example: "Which of these is NOT a real drop shipping headache: delayed shipments, lost packages, or too many orders?"

🟒 Low Engagement Barrier πŸ‘€ Lurker #quiz #challenges #multiple-choice
9

Can you guess the most common item returned in my store?

πŸ’‘ Example: "Can you guess the most common item returned in my store?"

🟑 Medium Engagement Barrier πŸ‘€ Average #returns #product #fun
10

My first store was themed around one of these: pets, fitness, or gadgets. Which do you think it was?

πŸ’‘ Example: "My first store was themed around one of these: pets, fitness, or gadgets. Which do you think it was?"

🟑 Medium Engagement Barrier πŸ‘€ Irregular #origin #niche #multiple-choice
11

Guess which of these platforms brought me the most sales: Instagram, Facebook, or TikTok.

πŸ’‘ Example: "Guess which of these platforms brought me the most sales: Instagram, Facebook, or TikTok."

🟑 Medium Engagement Barrier πŸ‘€ Average #platform #sales #multiple-choice
12

I once got an order from a famous person. Guess the field they work in: music, sports, or movies.

πŸ’‘ Example: "I once got an order from a famous person. Guess the field they work in: music, sports, or movies."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #celebrity #story #multiple-choice
13

Guess how many suppliers I tried before finding my favorite.

πŸ’‘ Example: "Guess how many suppliers I tried before finding my favorite."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #suppliers #experience #numbers
14

Which holiday season do you think is busiest for my store?

πŸ’‘ Example: "Which holiday season do you think is busiest for my store?"

🟑 Medium Engagement Barrier πŸ‘€ Average #seasonal #sales #fun
15

Can you guess the fastest shipping time I have ever achieved?

πŸ’‘ Example: "Can you guess the fastest shipping time I have ever achieved?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #shipping #operations #numbers
16

One of these products was a total flop. Which one: LED dog collar, bamboo toothbrush, or portable blender?

πŸ’‘ Example: "One of these products was a total flop. Which one: LED dog collar, bamboo toothbrush, or portable blender?"

🟑 Medium Engagement Barrier πŸ‘€ Average #product #mistake #multiple-choice
17

Guess how many countries I have shipped to so far.

πŸ’‘ Example: "Guess how many countries I have shipped to so far."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #international #shipping #numbers
18

Which of these has caused me the most customer complaints: slow shipping, damaged items, or out-of-stock notices?

πŸ’‘ Example: "Which of these has caused me the most customer complaints: slow shipping, damaged items, or out-of-stock notices?"

🟑 Medium Engagement Barrier πŸ‘€ Average #customer #challenges #multiple-choice
19

Can you guess my best-selling product color?

πŸ’‘ Example: "Can you guess my best-selling product color?"

🟑 Medium Engagement Barrier πŸ‘€ Average #product #sales #fun
20

Guess which e-commerce platform I started on.

πŸ’‘ Example: "Guess which e-commerce platform I started on."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #platform #origin #fun
21

I once shipped an order to a tiny island. Guess which ocean it was in: Atlantic, Pacific, or Indian?

πŸ’‘ Example: "I once shipped an order to a tiny island. Guess which ocean it was in: Atlantic, Pacific, or Indian?"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #international #story #multiple-choice
22

Guess how many returns I handled in my first month.

πŸ’‘ Example: "Guess how many returns I handled in my first month."

🟑 Medium Engagement Barrier πŸ‘€ Average #returns #personal #numbers
23

Which of these has been my most successful marketing channel: email, paid ads, or influencers?

πŸ’‘ Example: "Which of these has been my most successful marketing channel: email, paid ads, or influencers?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #marketing #sales #multiple-choice
24

Guess which product category has the lowest return rate in my shop.

πŸ’‘ Example: "Guess which product category has the lowest return rate in my shop."

🟑 Medium Engagement Barrier πŸ‘€ Average #returns #product #fun
25

My most unusual customer location was on which continent?

πŸ’‘ Example: "My most unusual customer location was on which continent?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #international #story #fun
26

Guess how long it took me to get my first repeat customer.

πŸ’‘ Example: "Guess how long it took me to get my first repeat customer."

🟑 Medium Engagement Barrier πŸ‘€ Average #milestone #personal #numbers
27

Which promotional offer led to my highest single-day sales?

πŸ’‘ Example: "Which promotional offer led to my highest single-day sales?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #marketing #sales #fun
28

I once had a supplier send the wrong product. Guess what it was supposed to be.

πŸ’‘ Example: "I once had a supplier send the wrong product. Guess what it was supposed to be."

🟑 Medium Engagement Barrier πŸ‘€ Average #supplier #story #fun
29

Guess how many customer inquiries I answered yesterday.

πŸ’‘ Example: "Guess how many customer inquiries I answered yesterday."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #customer #operations #numbers
30

Which social media platform do you think brings in the youngest buyers for me?

πŸ’‘ Example: "Which social media platform do you think brings in the youngest buyers for me?"

🟑 Medium Engagement Barrier πŸ‘€ Average #platform #demographics #fun
31

Guess which emoji is most used in my customer reviews.

πŸ’‘ Example: "Guess which emoji is most used in my customer reviews."

🟑 Medium Engagement Barrier πŸ‘€ Irregular #reviews #fun #emoji
32

I once got a bizarre product request. Guess what it was for!

πŸ’‘ Example: "I once got a bizarre product request. Guess what it was for!"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #customer #story #fun
33

Guess which month is my slowest for sales.

πŸ’‘ Example: "Guess which month is my slowest for sales."

🟑 Medium Engagement Barrier πŸ‘€ Average #sales #seasonal #fun
34

Which of these product types do you think has the highest shipping cost: electronics, clothing, or home goods?

πŸ’‘ Example: "Which of these product types do you think has the highest shipping cost: electronics, clothing, or home goods?"

🟑 Medium Engagement Barrier πŸ‘€ Average #shipping #costs #multiple-choice
35

Guess which marketing campaign flopped for me: flash sale, free shipping, or buy one get one?

πŸ’‘ Example: "Guess which marketing campaign flopped for me: flash sale, free shipping, or buy one get one?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #marketing #mistake #multiple-choice
36

Can you guess which product photo received the most likes on my site?

πŸ’‘ Example: "Can you guess which product photo received the most likes on my site?"

🟑 Medium Engagement Barrier πŸ‘€ Average #product #visuals #fun
37

Which of these is the most common customer question: shipping time, product quality, or refund policy?

πŸ’‘ Example: "Which of these is the most common customer question: shipping time, product quality, or refund policy?"

🟑 Medium Engagement Barrier πŸ‘€ Average #customer #questions #multiple-choice
38

Guess how many different product categories I currently sell.

πŸ’‘ Example: "Guess how many different product categories I currently sell."

🟑 Medium Engagement Barrier πŸ‘€ Frequent #product #operations #numbers
39

I once shipped a bulk order to a school. Guess what the product was.

πŸ’‘ Example: "I once shipped a bulk order to a school. Guess what the product was."

🟑 Medium Engagement Barrier πŸ‘€ Average #bulk #story #fun
40

Can you guess what time of day I get the most orders?

πŸ’‘ Example: "Can you guess what time of day I get the most orders?"

🟑 Medium Engagement Barrier πŸ‘€ Average #sales #timing #fun
41

Guess which trend I jumped on that turned out surprisingly profitable.

πŸ’‘ Example: "Guess which trend I jumped on that turned out surprisingly profitable."

πŸ”΄ High Engagement Barrier πŸ‘€ Top #trend #success #fun

How to Use These Templates

Choose a guessing game prompt that fits your group's vibe and current discussions. Post it as a standalone thread or as a recurring feature, and encourage all answersβ€”no matter how wild. Give a hint or two if engagement slows down. Celebrate correct (and funny) guesses, and consider revealing the answer after a set time to maintain momentum. Rotate through different themes for ongoing fun, and invite members to suggest their own guessing games for extra involvement.

Best Practices

  • βœ“ Keep clues simple and related to drop shipping experiences or trends
  • βœ“ Encourage all guesses to promote inclusivity and participation
  • βœ“ Reveal answers in a timely way to maintain excitement
  • βœ“ Use visuals or emojis to enhance playful tone
  • βœ“ Rotate topics to keep the guessing games fresh and relevant

All Platforms Tips

For all platforms, keep guessing prompts short and easy to read. Use engaging visuals or emojis when possible to stand out in feeds. Pin popular guessing game threads for maximum exposure, and reply quickly to keep conversations flowing. Encourage members to reply to each other's guesses for added interaction.

Frequently Asked Questions

How often should I post guessing games in my drop shipping community?

Aim for once a week to keep things fresh without overwhelming your members. Adjust based on engagement.

What types of clues work best for drop shipping guessing games?

Use clues related to products, sales milestones, shipping stories, or industry trends for best results.

How do I encourage more members to participate in guessing games?

Tag friends, use playful language, and celebrate all answers to make participation feel welcoming and fun.

Should I reveal the correct answer right away?

Wait a few hours or until you have several guesses before sharing the answer to build excitement.

Can guessing games work for new or small communities?

Yes. Guessing games are easy to join and can help break the ice, especially when starting out.

How can I make guessing games accessible to all experience levels?

Keep questions simple and avoid industry jargon so both beginners and veterans can participate easily.

Can I let members submit their own guessing game prompts?

Absolutely. Inviting member submissions can increase engagement and bring fresh perspectives.

✨
Want these customized for your Drop Shipping community?
Generate unlimited templates with AI - tailored to your brand voice
Try Free β†’
βœ“ Copied to clipboard!