Performance Feedback That Protects Trust and Encourages Improvement
A practical guide from executive coach Jessica Hill Holm for founders and CEOs who want to address performance problems clearly, support improvement, and preserve strong working relationships.
By Jessica Hill Holm · Hill Holm Leadership Library
Start With Clarity, Not Criticism
How do you give feedback that motivates improvement without demoralizing someone? Start by making the conversation about a specific gap between expectations and results—not a judgment about the person.
You cannot guarantee that feedback will feel comfortable. You can make it fair, understandable, and useful. Protecting the relationship does not mean avoiding discomfort; it means addressing the issue with respect and giving the person a meaningful opportunity to respond and improve.
For founders and CEOs, this also requires checking your own contribution. Have priorities shifted? Were expectations explicit? Has someone been carrying responsibilities without the authority or resources to deliver?
Prepare the Facts and Define Success
Before scheduling the conversation, write down four things:
- The expectation: What outcome or behavior was required, and when was it communicated?
- The observation: What specifically happened? Use relevant examples rather than impressions.
- The impact: What did this affect—customers, deadlines, quality, or other team members?
- The improvement: What would acceptable performance look like?
Replace labels such as “unreliable” or “not strategic enough” with observable behavior. “The last two project updates arrived after the agreed deadline” gives someone something concrete to address.
If you never established the standard, acknowledge that. You can set a clear expectation now without pretending it was already understood.
Open Directly, Privately, and Respectfully
Choose a private setting and allow enough time for discussion. Address issues reasonably soon, but not while you are too frustrated to listen. Tell the person what the meeting is about so it does not feel like an ambush.
A hypothetical opening might sound like this:
“I want to discuss the last two client handoffs and agree on how to improve them. Both were missing the implementation notes we agreed to include, so the delivery team had to pause and ask for clarification. Those notes need to be complete before handoff. How do you see what happened?”
This opening names the issue, explains its significance, and invites their perspective. It does not speculate about motivation or question their commitment.
Avoid burying the concern between unrelated compliments. Recognize genuine strengths when relevant, but keep the performance message clear.
Listen Before Deciding on the Solution
Your observations may be accurate without telling the whole story. Ask questions that help distinguish among different causes:
- “Was the expectation clear?”
- “What got in the way?”
- “Do you have the skills, access, and capacity this requires?”
- “Were there competing priorities we needed to resolve?”
Listen without immediately rebutting each point. Then summarize what you heard and check your understanding.
Different causes call for different responses. A skill gap may need training or practice. Conflicting priorities need a leadership decision. Repeatedly missing a clear, achievable commitment requires a more explicit accountability conversation.
Understanding the cause does not erase the standard. It helps you choose a response that can actually improve performance.
Build a Specific Improvement Agreement
Motivation is easier to sustain when the person knows what to do next and has some ownership of the approach. Ask them to propose a plan, then test whether it meets the business need.
Agree on:
- The required change: A concrete outcome or behavior.
- The support: Resources, coaching, clarification, or workload changes.
- The timeline: A realistic deadline and review date.
- The evidence: How you will both recognize improvement.
For the handoff example, the agreement might be: “For the next three handoffs, complete the shared checklist before transferring ownership. I’ll confirm the required fields today. We’ll review the first handoff together on Friday.”
Keep the plan proportionate. One isolated mistake may need a brief correction; a sustained pattern may require a documented improvement process. If formal consequences are possible, explain them honestly and follow applicable policies and local requirements, involving HR when appropriate.
Follow Through Without Micromanaging
Send a short written recap and invite corrections. Review progress at the agreed time rather than checking constantly or waiting until another failure occurs.
If the person becomes upset, pause and acknowledge it: “I can see this is difficult to hear. We can take a moment, and then work through the next steps.” Do not demand immediate agreement or withdraw valid feedback simply to relieve discomfort.
Notice specific progress when it happens. If performance has not improved, revisit the evidence, barriers, and commitments directly. Trust grows when your expectations and follow-through are consistent—not when every conversation feels easy.
For more practical guidance, Jessica Hill Holm’s workbook Feedback That Builds Trust helps leaders deliver honest, constructive feedback that strengthens trust, improves performance, and builds accountability without damaging relationships. For personal support with a challenging conversation or recurring performance pattern, consider a coaching call with Jessica.
Ready to work through this?
Helps leaders deliver honest, constructive feedback that strengthens trust, improves performance and builds a culture of accountability without damaging relationships.
View the workbookFeedback That Builds Trust
Helps leaders deliver honest, constructive feedback that strengthens trust, improves performance and builds a culture of accountability without damaging relationships.
View the workbookFrequently asked questions
- What if the team member disagrees with my feedback?
- Ask which observation or expectation they dispute. Review concrete examples and remain open to missing context. You do not need identical interpretations, but you do need a clear, fair standard going forward.
- Should I wait until a performance review?
- Usually not. Timely feedback gives someone a chance to adjust before problems accumulate. Use formal reviews to summarize ongoing discussions, not introduce avoidable surprises.