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.
To spark relevant discussions, use Would You Rather scenarios that pit key reselling choices against each other, such as 'Would you rather find a rare item at a thrift store or get a bulk deal from a supplier?' or 'Would you rather spend your day photographing inventory or researching new selling platforms?' This helps your community reflect on daily decisions and share insights unique to the reselling process.
Absolutely! The templates are designed to be adapted for any reselling platform. Examples include, 'Would you rather manage returns on eBay or handle price negotiations on Poshmark?' or 'Would you rather get a Top Rated Seller badge on eBay or Ambassador status on Poshmark?' This encourages members to share their platform-specific experiences and tips.
Use the templates to present inventory management scenarios, such as 'Would you rather focus on a large inventory with slow turnover or a small inventory with quick flips?' or 'Would you rather invest in storage solutions or outsource shipping?' These prompts lead to valuable peer advice on an area many resellers struggle with.
Mix questions that appeal to both experience levels. For example, 'Would you rather land your first big sale or hit your 1,000th transaction milestone?' or 'Would you rather spend your startup funds on sourcing or on tools like photo boxes?' This ensures all members can relate and contribute regardless of where they are in their reselling journey.
Yes! Frame controversial or trending industry topics as Would You Rather questions, such as 'Would you rather manually cross-list on multiple platforms or use a paid automation tool?' or 'Would you rather focus on one platform for consistency or diversify across three?' This opens space for productive debate and knowledge sharing on critical reselling decisions.
Customize templates for seasonal relevance, such as 'Would you rather prepare for Q4 by stocking up on toys or electronics?' or 'Would you rather run clearance sales in the summer slump or hold inventory until demand rises?' These timely prompts help members connect over shared seasonal strategies and challenges unique to reselling.
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