Need help sparking quick, fun conversations in your freelancing community? Fill-in-the-Blank posts make it simple for members to jump in and share ideas, stories, or tips with just a few words. Use these templates to banish awkward silences and bring your freelancing group to life.
Plan your content calendar and auto-post to Skool, Circle, or Mighty Networks
Fill-in-the-Blank posts tap into the natural human urge to complete patterns and express opinions with minimal effort. By providing a simple prompt, you lower the barrier to participation, encouraging even shy or busy members to join the discussion. This not only increases engagement but also fosters a sense of belonging, as every member sees their contributions valued.
Freelancers are often short on time and can feel isolated. Fill-in-the-Blank content lets them quickly connect, share relatable moments, and discover common experiences. It sparks creativity and breaks the ice, making your community more inviting and active.
My favorite thing about freelancing is _____.
💡 Example: "My favorite thing about freelancing is flexible hours."
The tool I could not live without is _____.
💡 Example: "The tool I could not live without is Trello."
The biggest challenge I face as a freelancer is _____.
💡 Example: "The biggest challenge I face as a freelancer is finding clients."
If I could give one tip to new freelancers, it would be _____.
💡 Example: "If I could give one tip to new freelancers, it would be stay consistent."
I started freelancing because _____.
💡 Example: "I started freelancing because I wanted more freedom."
My go-to playlist for work is _____.
💡 Example: "My go-to playlist for work is Lo-fi Beats."
The best client feedback I ever received was _____.
💡 Example: "The best client feedback I ever received was 'You nailed it!'"
I wish I knew _____ before I started freelancing.
💡 Example: "I wish I knew how important contracts are before I started freelancing."
My dream client would be _____.
💡 Example: "My dream client would be a non-profit organization."
The weirdest project I ever worked on was _____.
💡 Example: "The weirdest project I ever worked on was designing a logo for a dog bakery."
My workspace must-have is _____.
💡 Example: "My workspace must-have is a comfy chair."
When I want to get inspired, I _____.
💡 Example: "When I want to get inspired, I go for a walk."
The best part of working from home is _____.
💡 Example: "The best part of working from home is no commute."
My biggest productivity hack is _____.
💡 Example: "My biggest productivity hack is batching tasks."
If I had an extra hour each day, I would _____.
💡 Example: "If I had an extra hour each day, I would learn a new skill."
The most surprising thing about freelancing is _____.
💡 Example: "The most surprising thing about freelancing is how much admin work there is."
The first thing I do every workday is _____.
💡 Example: "The first thing I do every workday is check my email."
I recharge after work by _____.
💡 Example: "I recharge after work by reading a book."
The one thing I wish clients knew is _____.
💡 Example: "The one thing I wish clients knew is how long good work takes."
The strangest place I have worked from is _____.
💡 Example: "The strangest place I have worked from is a treehouse."
My secret skill outside of freelancing is _____.
💡 Example: "My secret skill outside of freelancing is baking bread."
When I land a new client, I celebrate by _____.
💡 Example: "When I land a new client, I celebrate by getting coffee."
To avoid burnout, I _____.
💡 Example: "To avoid burnout, I take regular breaks."
The most useful freelancing resource I have found is _____.
💡 Example: "The most useful freelancing resource I have found is Freelance Stack."
The best career decision I made was _____.
💡 Example: "The best career decision I made was going full-time freelance."
My favorite way to find new clients is _____.
💡 Example: "My favorite way to find new clients is networking events."
The biggest myth about freelancing is _____.
💡 Example: "The biggest myth about freelancing is that it is easy."
If I could automate any task, it would be _____.
💡 Example: "If I could automate any task, it would be invoicing."
The one app always open on my desktop is _____.
💡 Example: "The one app always open on my desktop is Slack."
If I could work from any country, I would pick _____.
💡 Example: "If I could work from any country, I would pick Japan."
The best advice I ever got was _____.
💡 Example: "The best advice I ever got was to charge what you are worth."
My favorite freelancing community is _____.
💡 Example: "My favorite freelancing community is StickyHive."
My biggest win this month was _____.
💡 Example: "My biggest win this month was landing a retainer client."
The skill I want to learn next is _____.
💡 Example: "The skill I want to learn next is video editing."
I get my best ideas when _____.
💡 Example: "I get my best ideas when I am taking a shower."
My favorite way to unwind after a deadline is _____.
💡 Example: "My favorite way to unwind after a deadline is binging a series."
The one thing that boosts my motivation is _____.
💡 Example: "The one thing that boosts my motivation is positive feedback."
The best compliment a client gave me was _____.
💡 Example: "The best compliment a client gave me was 'You are a lifesaver.'"
If I could switch freelancing niches for a day, I would try _____.
💡 Example: "If I could switch freelancing niches for a day, I would try illustration."
My favorite snack during work is _____.
💡 Example: "My favorite snack during work is almonds."
The best part of being my own boss is _____.
💡 Example: "The best part of being my own boss is setting my own schedule."
Freelancing in one word: _____.
💡 Example: "Freelancing in one word: freedom."
To use these templates, simply copy and paste a prompt into your community platform of choice. Adjust the blank or context to fit current topics or trending discussions. Encourage members to be creative with their answers, and reply to responses to keep the conversation flowing. Rotate templates regularly to maintain interest and showcase different aspects of freelancing life.
These templates work on all platforms. For best results, use them in posts, Stories, chats, or email threads. Add a fun visual or emoji to catch attention. Pin popular prompts to keep conversations visible and make it easy for new members to participate.
Focus your questions on key touchpoints in the freelancer-client relationship. For example, use prompts like 'My must-have step in every client onboarding process is ____.' This encourages freelancers to share actionable details about proposals, contracts, or communication tools, fostering valuable peer learning.
Create scenarios that reflect real-world rate challenges, such as 'The best tactic I’ve used to justify my freelance rates to a client is ____.' This enables members to exchange negotiation scripts, value communication tips, and client education strategies, which are frequent challenges in freelance work.
Target situational prompts like 'When a client misses a payment deadline, my first step is ____' or 'To avoid scope creep, I always ____.' These questions elicit peer advice on using payment schedules, contracts, and clear deliverables—core topics for freelancers.
Try prompts such as 'The best tip I’ve learned for standing out on [platform] is ____' or 'A red flag I look for in client postings on [platform] is ____.' This fosters specific advice sharing about algorithms, profile optimization, and client vetting unique to freelancing platforms.
Ask targeted questions like 'My go-to app or method for tracking multiple freelance projects is ____' or 'To prevent burnout when managing several clients, I always ____.' These leverage freelancers’ experiences with productivity tools, boundaries, and scheduling.
Use prompts such as 'For [your freelance niche], the tool/resource I can’t live without is ____.' This allows members from various specialties (writing, design, development, etc.) to share industry-specific tools, making the discussion highly relevant and actionable.
Skool · Circle · Mighty Networks