Looking to spark more engagement and fun in your freelancing community? Quick This or That prompts are the perfect way to get members chatting and sharing their preferences. Use these playful templates to break the ice and keep conversations flowing, even on quiet days.
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This or That prompts work so well because they lower the barrier to participation. Members do not need to think too hard or worry about giving a 'right' answer. The simplicity and lighthearted nature of these questions make it easy for even the quietest members to join in.
Psychologically, quick-choice questions tap into our desire to share opinions and see how we compare to others. They create a sense of belonging and help members find common ground. In freelancing communities, where many work solo, these prompts foster connection and make the group feel more interactive and welcoming.
Morning hustle or late-night grind - which do you prefer when freelancing?
💡 Example: "Morning hustle or late-night grind - which do you prefer when freelancing?"
Work from coffee shop or work from home - what is your go-to spot?
💡 Example: "Work from coffee shop or work from home - what is your go-to spot?"
Trello or Asana - which project tool do you swear by?
💡 Example: "Trello or Asana - which project tool do you swear by?"
Video calls or email updates - what is your preferred client communication?
💡 Example: "Video calls or email updates - what is your preferred client communication?"
Charge by the hour or by the project?
💡 Example: "Charge by the hour or by the project?"
Work with international clients or local clients - which do you prefer?
💡 Example: "Work with international clients or local clients - which do you prefer?"
Early bird deadlines or last-minute rush - what is your usual style?
💡 Example: "Early bird deadlines or last-minute rush - what is your usual style?"
Solo freelancing or collaborating with teams?
💡 Example: "Solo freelancing or collaborating with teams?"
Monday start or weekend hustle?
💡 Example: "Monday start or weekend hustle?"
Digital calendar or paper planner - which keeps you on track?
💡 Example: "Digital calendar or paper planner - which keeps you on track?"
Take a midday break or power through till done?
💡 Example: "Take a midday break or power through till done?"
Client calls with video on or off?
💡 Example: "Client calls with video on or off?"
Long-term contracts or short gigs?
💡 Example: "Long-term contracts or short gigs?"
Work in silence or with music?
💡 Example: "Work in silence or with music?"
Handle your own taxes or hire a pro?
💡 Example: "Handle your own taxes or hire a pro?"
Fixed workspace or switch it up daily?
💡 Example: "Fixed workspace or switch it up daily?"
Early invoice or wait till the deadline?
💡 Example: "Early invoice or wait till the deadline?"
Learning new skills or perfecting your niche?
💡 Example: "Learning new skills or perfecting your niche?"
One big client or many small clients?
💡 Example: "One big client or many small clients?"
Freelance full-time or as a side hustle?
💡 Example: "Freelance full-time or as a side hustle?"
Coffee or tea to fuel your work sessions?
💡 Example: "Coffee or tea to fuel your work sessions?"
Morning check-ins or end-of-day wrap-ups?
💡 Example: "Morning check-ins or end-of-day wrap-ups?"
Use templates or start from scratch for new projects?
💡 Example: "Use templates or start from scratch for new projects?"
Work for agencies or direct with clients?
💡 Example: "Work for agencies or direct with clients?"
Batch tasks or tackle one at a time?
💡 Example: "Batch tasks or tackle one at a time?"
Take Fridays off or work through the weekend?
💡 Example: "Take Fridays off or work through the weekend?"
Strict work hours or flexible schedule?
💡 Example: "Strict work hours or flexible schedule?"
Get paid upfront or after delivery?
💡 Example: "Get paid upfront or after delivery?"
Reply to emails instantly or batch replies later?
💡 Example: "Reply to emails instantly or batch replies later?"
Use a standing desk or sit while working?
💡 Example: "Use a standing desk or sit while working?"
Outsource admin tasks or DIY everything?
💡 Example: "Outsource admin tasks or DIY everything?"
Join coworking spaces or work solo from home?
💡 Example: "Join coworking spaces or work solo from home?"
Send proposals in the morning or at night?
💡 Example: "Send proposals in the morning or at night?"
Use Notion or Google Docs for your workflow?
💡 Example: "Use Notion or Google Docs for your workflow?"
Daily standup or weekly check-in with clients?
💡 Example: "Daily standup or weekly check-in with clients?"
Set strict boundaries or stay flexible for clients?
💡 Example: "Set strict boundaries or stay flexible for clients?"
Quick calls or detailed emails for project updates?
💡 Example: "Quick calls or detailed emails for project updates?"
Work in sprints or steady pace all week?
💡 Example: "Work in sprints or steady pace all week?"
Save files in the cloud or on your device?
💡 Example: "Save files in the cloud or on your device?"
Find clients through referrals or platforms?
💡 Example: "Find clients through referrals or platforms?"
Prep for the next day at night or in the morning?
💡 Example: "Prep for the next day at night or in the morning?"
Freelancer meetups or online networking events?
💡 Example: "Freelancer meetups or online networking events?"
To use these templates, simply copy and paste a prompt into your community platform. Vary the timing and topics to keep things fresh, and encourage members to share their reasons if they like. Tag or mention a few members to kick off replies, and consider sharing your own answer to set the tone. Use them for daily check-ins, engagement boosts, or as fun breaks between more serious discussions.
These templates work well on all platforms. For forums and Facebook groups, use bold or emojis to highlight the options. On chat platforms like Slack or Discord, post during active hours for maximum replies. On LinkedIn or Twitter, add a poll if the platform supports it.
A This or That template is a quick prompt offering two choices, inviting members to pick one and optionally share why.
For best results, use them once or twice a week, rotating with other content types to keep engagement high.
Yes, these prompts are designed to be broad and light, making them relevant for freelancers in any field.
Tag a few members, share your own answer first, and reply to early comments to build momentum.
Absolutely. Feel free to adapt the wording or topics to better fit your community and its unique interests.
Yes, all prompts are designed to be light, non-controversial, and suitable for professional freelancing groups.
No special tools are needed. Just copy, paste, and post the prompts on your preferred community platform.