Feedback is one of the most uncomfortable but essential parts of working with others. Early in my solopreneur journey, I struggled with how to tell freelancers or collaborators that their work wasn’t up to standard. I worried about sounding harsh, discouraging them, or damaging the relationship. The result? I sugarcoated feedback so much that the other person couldn’t tell what actually needed improvement. Over time, I learned that unclear feedback is just as harmful as poor work itself — because it wastes time, energy, and money.
Example 1: The Sugarcoated Feedback
I once hired a video editor. The first cut they delivered was choppy, with awkward transitions. Instead of saying, “This isn’t polished enough for client delivery,” I sent back vague comments like, “Looks good, maybe just smooth it out a bit.” The next version was barely better. Because I hadn’t been direct, the freelancer thought their work was nearly there. I ended up re-editing the video myself, which defeated the entire point of outsourcing.
Example 2: The Blunt Mistake
On the flip side, I once overcorrected. A contractor delivered blog drafts that didn’t meet my expectations. Frustrated and short on time, I wrote back a blunt email outlining everything wrong with the work. The freelancer didn’t take it well. They ghosted me, and I had to scramble for a replacement. My tone had shut down collaboration instead of building it. The experience reminded me that feedback isn’t just about clarity — it’s also about delivery.
Why Feedback Is So Difficult
Feedback is emotional for both sides. As a solopreneur, I feel pressure to preserve goodwill while still protecting my brand. Contractors, meanwhile, are often juggling multiple clients and can take criticism personally if it feels like rejection rather than guidance. In small business relationships, where rapport matters, one clumsy email can undo weeks of goodwill. That’s why feedback feels so risky — it directly impacts not just the project but also the working relationship.
How I Learned to Give Better Feedback
- Be specific. I’ve learned to replace vague phrases like “make it better” with concrete notes: “Let’s use a softer color palette and shorter sentences.”
- Balance critique with recognition. I highlight what works before diving into changes: “The opening is strong — now let’s refine the ending.”
- Use frameworks. I often structure feedback using “Keep, Improve, Start” categories, so it feels constructive rather than critical.
- Create safety. I make it clear that feedback is about the work, not the person. This helps reduce defensiveness.
- Follow up. I check in after revisions to acknowledge improvements. This reinforces good collaboration habits.
Conclusion
Giving feedback is a skill that can transform relationships with collaborators. When I learned to be clear, specific, and supportive, projects moved forward faster and freelancers felt more engaged. Feedback isn’t about pointing out flaws; it’s about building alignment. For solopreneurs, mastering this art is key to scaling relationships without burning bridges. Clear, constructive feedback not only saves time but also strengthens the trust needed for long-term partnerships.
