Looking to spark lively debates and imaginative thinking in your reselling community? Would You Rather prompts are a playful way to get members sharing opinions and stories. Use these templates to kickstart engaging discussions and build stronger connections.
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Would You Rather questions are powerful because they invite members to make a choice between two intriguing scenarios. This format taps into curiosity and creativity, encouraging everyone to think outside the box and express personal preferences. By presenting relatable reselling dilemmas, these prompts make it easy for members to participate, even if they are shy or new.
The playful tone lowers barriers to entry, making everyone feel comfortable joining in. When people share their reasoning, it leads to deeper conversation, new insights, and sometimes even laughter. This strengthens community bonds and helps members learn from each other in a fun, low-pressure way.
Would you rather find a rare vintage item at a yard sale or get a bulk deal from a supplier?
💡 Example: "Would you rather find a rare vintage item at a yard sale or get a bulk deal from a supplier? Share your pick and tell us why!"
Would you rather double your sales for one month or get one loyal repeat customer for life?
💡 Example: "Would you rather double your sales for one month or get one loyal repeat customer for life? Which would you pick?"
Would you rather pack 100 small orders or 10 large, heavy ones?
💡 Example: "Would you rather pack 100 small orders or 10 large, heavy ones?"
Would you rather source only online or only in-person for a year?
💡 Example: "Would you rather source only online or only in-person for a year? Tell us your strategy!"
Would you rather have free shipping supplies for life or free listing upgrades for a year?
💡 Example: "Would you rather have free shipping supplies for life or free listing upgrades for a year?"
Would you rather sell only one-of-a-kind items or only multiples of the same product?
💡 Example: "Would you rather sell only one-of-a-kind items or only multiples of the same product?"
Would you rather manage your own website or only use third-party platforms?
💡 Example: "Would you rather manage your own website or only use third-party platforms?"
Would you rather have a viral product video or a feature in a big magazine?
💡 Example: "Would you rather have a viral product video or a feature in a big magazine? Why?"
Would you rather spend a day organizing your inventory or learning a new reselling skill?
💡 Example: "Would you rather spend a day organizing your inventory or learning a new reselling skill? Share your answer!"
Would you rather handle returns yourself or use a fulfillment service?
💡 Example: "Would you rather handle returns yourself or use a fulfillment service?"
Would you rather sell low-ticket items quickly or high-ticket items slowly?
💡 Example: "Would you rather sell low-ticket items quickly or high-ticket items slowly? Pick one!"
Would you rather source only clothing or only electronics for the next year?
💡 Example: "Would you rather source only clothing or only electronics for the next year?"
Would you rather have automatic price updates or automatic inventory management?
💡 Example: "Would you rather have automatic price updates or automatic inventory management?"
Would you rather attend an in-person reseller meetup or join an online mastermind group?
💡 Example: "Would you rather attend an in-person reseller meetup or join an online mastermind group? Why?"
Would you rather get a surprise box of inventory or a surprise cash bonus?
💡 Example: "Would you rather get a surprise box of inventory or a surprise cash bonus? Pick one!"
Would you rather source locally every day or travel far once a month for big finds?
💡 Example: "Would you rather source locally every day or travel far once a month for big finds? What's your style?"
Would you rather work solo or have a small team help with your reselling business?
💡 Example: "Would you rather work solo or have a small team help with your reselling business?"
Would you rather have a super organized workspace or a fast shipping process?
💡 Example: "Would you rather have a super organized workspace or a fast shipping process? Why?"
Would you rather list products in bulk or one at a time with extra details?
💡 Example: "Would you rather list products in bulk or one at a time with extra details?"
Would you rather deal with picky buyers or slow sales?
💡 Example: "Would you rather deal with picky buyers or slow sales? How would you handle it?"
Would you rather get all your inventory from thrift stores or online auctions?
💡 Example: "Would you rather get all your inventory from thrift stores or online auctions?"
Would you rather have perfect product photos or perfect product descriptions?
💡 Example: "Would you rather have perfect product photos or perfect product descriptions? Explain your choice!"
Would you rather only sell locally or only ship internationally?
💡 Example: "Would you rather only sell locally or only ship internationally?"
Would you rather get inventory alerts for trending products or price drops?
💡 Example: "Would you rather get inventory alerts for trending products or price drops? Which helps you more?"
Would you rather have buyers who always negotiate or who never leave feedback?
💡 Example: "Would you rather have buyers who always negotiate or who never leave feedback? Pick your challenge!"
Would you rather source early mornings or late evenings?
💡 Example: "Would you rather source early mornings or late evenings?"
Would you rather learn a new resale platform or master SEO on your current one?
💡 Example: "Would you rather learn a new resale platform or master SEO on your current one? Share your pick!"
Would you rather have unlimited storage space or unlimited sourcing budget?
💡 Example: "Would you rather have unlimited storage space or unlimited sourcing budget? Why?"
Would you rather photograph your inventory yourself or pay a pro photographer?
💡 Example: "Would you rather photograph your inventory yourself or pay a pro photographer?"
Would you rather have every item sell in 24 hours or get 10 percent higher on every sale?
💡 Example: "Would you rather have every item sell in 24 hours or get 10 percent higher on every sale? Which is better?"
Would you rather source from estate sales or retail clearance events?
💡 Example: "Would you rather source from estate sales or retail clearance events?"
Would you rather automate your bookkeeping or your customer service messages?
💡 Example: "Would you rather automate your bookkeeping or your customer service messages?"
Would you rather do all your listing in one day or spread it out over the week?
💡 Example: "Would you rather do all your listing in one day or spread it out over the week? What's your method?"
Would you rather have a steady trickle of sales or a few huge sales each month?
💡 Example: "Would you rather have a steady trickle of sales or a few huge sales each month? Why?"
Would you rather handle inventory at home or rent a storage unit?
💡 Example: "Would you rather handle inventory at home or rent a storage unit?"
Would you rather always pay for shipping or always pay for returns?
💡 Example: "Would you rather always pay for shipping or always pay for returns?"
Would you rather get a five-star review or a referral from a buyer?
💡 Example: "Would you rather get a five-star review or a referral from a buyer? Which is more valuable?"
Would you rather invest in learning new reselling tools or outsource tasks to a VA?
💡 Example: "Would you rather invest in learning new reselling tools or outsource tasks to a VA? Tell us your choice!"
Would you rather sell only brand-name items or only unique handmade products?
💡 Example: "Would you rather sell only brand-name items or only unique handmade products?"
Would you rather have more time for sourcing or for listing and shipping?
💡 Example: "Would you rather have more time for sourcing or for listing and shipping? Why?"
Would you rather your business go viral overnight or grow slowly but steadily?
💡 Example: "Would you rather your business go viral overnight or grow slowly but steadily? Your preference?"
Post a Would You Rather question in your reselling community feed, story, or chat. After posting, encourage members to reply with their choice and explain their reasoning. Pin or highlight popular responses to keep the conversation going. Mix up the timing and frequency to keep engagement fresh. Use these prompts during slow periods to revive activity or as icebreakers for new members.
For all platforms, adapt the format to fit your community space. On forums and groups, post as standalone threads. In chats, use as quick conversation starters. For social media, pair the question with a visual or poll feature. Always invite follow-up discussion, not just votes.
It is a prompt that asks members to choose between two reselling-related scenarios, encouraging discussion.
Aim for once a week or as an occasional icebreaker, so it feels fresh but not repetitive.
Absolutely. Adapt the questions to fit your audience's interests or platform for best results.
Try tagging a few active members, adding a short personal answer, or using a poll to lower the barrier to entry.
Yes. The questions are designed to be accessible and engaging for all experience levels.
Yes. These templates are platform-agnostic and work well in groups, pages, chats, or story features.
Reply to answers, ask members to elaborate, and highlight thoughtful or creative responses to encourage more engagement.