Your board evaluation shouldn’t feel like a quarterly ambush. Yet for most executive directors I work with, that’s exactly what it feels like—a dreaded conversation where you’re suddenly supposed to defend your entire year while simultaneously asking for a raise and pretending you’re confident about everything. Here’s what no one tells you when you become an ED: the person being evaluated has as much power to shape that process as the people doing the evaluating. Maybe more.
I’ve watched too many talented nonprofit leaders treat their annual evaluation like something that happens to them rather than something they actively manage. They show up unprepared, accept vague feedback, leave unclear about next year’s priorities, and wonder why the conversation felt more like judgment than partnership. Meanwhile, their board members are often just as uncomfortable—most have never evaluated a nonprofit executive before and are working from whatever corporate playbook they remember from their own careers.
The evaluation process breaks down in predictable ways. But it doesn’t have to.
Who Really Evaluates the ED (And What Can Go Wrong)
Technically, your board evaluates you. Practically, it’s more complicated than that. The board chair usually leads the process, sometimes with a governance or executive committee. In well-functioning organizations, the evaluation includes input from your direct reports, key stakeholders, maybe even program participants. In organizations still figuring this out, it’s the board chair asking everyone at the February meeting if they think you’re doing okay.
Neither extreme works particularly well.
The board that rubber-stamps your evaluation without substance isn’t doing you any favors—they’re setting you up for a crisis when real problems emerge with no early warning system.
The Rubber Stamp happens when boards avoid difficult conversations. They tell you everything’s great, give you a small cost-of-living increase, and move on to discussing the gala. You leave feeling good but learning nothing. The danger isn’t just that you miss opportunities to grow—it’s that when something actually goes wrong, there’s no track record of honest assessment to build on. Problems that could have been addressed early become termination-level crises.
The Ambush is worse. You think everything’s fine until your evaluation meeting reveals six months of accumulated concerns no one mentioned. Your board has been talking about your “communication issues” or “strategic gaps” behind closed doors, but this is the first you’re hearing about it. The surprise negative evaluation destroys trust and often marks the beginning of the end of an ED’s tenure.
Both failures stem from the same root problem: unclear expectations and poor communication year-round. Your evaluation shouldn’t contain surprises because you should know throughout the year how the board perceives your performance.
Creating Evaluation Criteria That Actually Matter
Most nonprofit ED evaluation criteria fall into three categories: mission impact, leadership effectiveness, and organizational health. The trick is making those categories specific enough to be meaningful without turning your evaluation into a 47-point checklist.
Mission impact asks: Did we advance our mission? Are programs effective? Do we have credible evidence of outcomes? This is where managing board expectations becomes critical—if your board believes you should personally run every program while also fundraising full-time, their evaluation criteria will reflect that impossible standard.
Leadership effectiveness examines how you lead: Is staff engaged and productive? Do you develop your team? Can you make hard decisions when needed? Do you communicate well with board, staff, and community? This is inevitably more subjective, which is why input from multiple perspectives matters.
Organizational health looks at sustainability: Is the budget balanced and growing? Are systems and infrastructure adequate? Is fundraising diversified? Are compliance and legal requirements met? These are easier to measure but sometimes boards overemphasize them at the expense of everything else.
Here’s what I’ve learned working with executives navigating these conversations: you need to help shape these criteria before your evaluation, not after. If your board hasn’t established clear expectations, draft them yourself. Base them on your job description and strategic plan, add specific goals for the year, and present them to your board chair: “I want to make sure we’re aligned on what success looks like. Can we review these together?”
This isn’t presumptuous. It’s professional.
The 360 Evaluation: Input Without Undermining
A 360 feedback nonprofit executives process gathers input from everyone who works with you—your direct reports, peer EDs, key volunteers, sometimes funders or community partners. Done well, it provides rich perspective on your leadership impact. Done poorly, it becomes a complaint collection system that undermines your authority.
The key is confidentiality and structure. Anonymous input protects honesty, but someone needs to synthesize that feedback thoughtfully. Your board shouldn’t see raw comments from staff—that creates politics and puts staff in an impossible position. Instead, themes should be identified: “Multiple people noted improved communication over the past year” or “Several direct reports want more clarity on decision-making authority.”
You should participate in designing the 360 process. Who gets surveyed? What questions get asked? How is feedback compiled? If your board proposes a 360, don’t just accept it—engage with the design. Suggest including questions about resources and support, not just your performance. Ask how results will be used for your development, not just your evaluation.
I worked with an ED whose board announced they were doing a “surprise 360” to get “honest feedback.” She pushed back: “I support gathering input, but surprises undermine trust. Let’s design this together so everyone understands the purpose and process.” They did, and the results were actually useful because people understood this was about development, not building a case.
Your evaluation should reveal opportunities for growth, not confirm fears about job security. The difference lies in how the process is framed from the beginning.
Self-Evaluation: The Power of Going First
Most board evaluation processes include a self-evaluation component, but executives often treat it as an afterthought—a quick form filled out the night before the meeting. That’s a missed opportunity.
Your self-evaluation is where you control the narrative. You get to highlight accomplishments the board might not fully appreciate, acknowledge challenges with context they might not understand, and propose priorities for next year before anyone else does.
Start by reviewing the goals from your last evaluation. What did you accomplish? Where did you fall short, and why? Be honest about shortfalls—boards respect EDs who can assess themselves accurately—but provide context. If you didn’t launch that new program because funding didn’t materialize or your development director left, say so.
Then address the bigger picture: What did you learn this year about your leadership? What support do you need to be more effective? What challenges is the organization facing that your board should understand better? This is also where you can diplomatically surface board issues: “One challenge this year was navigating conflicting priorities from different board members—I’d welcome clearer strategic direction.”
The most effective self-evaluations I’ve seen include a section called “How the board can support my effectiveness.” This isn’t whining—it’s recognizing that executive performance depends partly on board performance. Need clearer authority on spending decisions? More consistent board meeting attendance? Help with a major donor relationship? Say so.
Connecting Evaluation to Compensation (Yes, Really)
Everyone knows evaluation and compensation are connected, but most organizations treat them like separate conversations happening in parallel universes. Your evaluation meeting ends with “great job this year,” then three weeks later the board chair emails you about a 2% raise they decided on separately.
This disconnection creates problems. You don’t know if your raise reflects performance, cost of living, budget constraints, or what the board chair could get unanimous approval for. They don’t know if you’re satisfied, resentful, or planning your exit strategy.
Better approach: evaluation and compensation should be discussed in the same conversation, even if final salary decisions require additional board process. Your evaluation meeting should include: “Based on this assessment of your performance and our budget situation, here’s what we’re thinking about compensation. Does this feel fair to you?”
This requires you to be clear about compensation expectations upfront. Before your evaluation, research comparable salaries using GuideStar or similar databases. Know the market rate for EDs at organizations your size, your region, your complexity. If your salary is significantly below market, you need to know that—and your board needs to know you know that.
Asking for a raise during evaluation isn’t awkward if you’ve done your homework. “I appreciate the positive feedback on this year’s performance. I’ve researched comparable positions, and EDs at organizations our size in this region average $X. I’m currently at $Y. Can we discuss bringing my compensation more in line with market rates?”
Some boards will say no. Budget constraints are real. But at least everyone’s clear about the gap and what would need to happen to close it.
Turning Evaluation Into Development (Not Just Measurement)
The best evaluations I’ve seen aren’t really evaluations—they’re development planning sessions. Yes, they review the past year, but the energy goes into: What do you need to learn? What skills should you develop? What support would make you more effective?
This is where performance coaching for targeted improvement becomes valuable. Your evaluation might reveal that stakeholder management or strategic thinking needs work. Great—that’s not a criticism, it’s a development goal. Your next question should be: “What resources can the organization invest in my growth in this area?”
Many boards never consider that ED development is an organizational investment. They’ll approve training for staff but balk at a coaching engagement for the executive. But you can reframe it: “This evaluation identified strategic planning as a growth area for me. I’d like to work with a coach on that. Given how central strategic direction is to our organizational success, this seems like a high-ROI investment. Can we explore options?”
Connect evaluation findings to concrete development plans. If the board’s evaluation process identifies communication gaps, you might propose quarterly listening tours with staff, monthly updates to the board between meetings, or communication coaching. Turn feedback into action items with timelines and support needs.
The evaluation that leads to growth requires both parties to see themselves as partners in development, not adversaries in assessment.
When Evaluation Reveals Problems
Sometimes evaluations surface serious concerns: mission drift, financial mismanagement, leadership failures, ethical violations. These aren’t opportunities for coaching—they’re organizational crises requiring different responses.
If your evaluation reveals serious problems, three things need to happen quickly: Get specific. “We’re concerned about your performance” isn’t actionable. “We’re concerned about the $50K budget overrun in three consecutive quarters” is. Push for concrete examples of the problems they’re identifying.
Determine if it’s fixable. Some issues (you don’t have the skills for the role, values misalignment, loss of trust) can’t be coached away. Others (unclear systems, inadequate support, learning curve issues) can be addressed with resources and time. Be honest with yourself about which category applies.
Establish a formal improvement plan if continuing. This should include: specific performance expectations, timeline for improvement, resources and support provided, check-in schedule, and consequences if improvement doesn’t occur. Document everything. If the relationship is beyond repair, negotiate a dignified exit.
I’ve worked with EDs in both situations. One was struggling because she’d never been an ED before and the board had provided no onboarding or support—an improvement plan with coaching worked. Another had fundamentally different values from her board about equity and inclusion—no amount of coaching would bridge that gap, and leaving was the right choice.
The evaluation that reveals serious problems is painful, but catching issues at the evaluation stage is better than catching them at the termination stage.
Year-Round Evaluation: The Real Secret
The organizations that do evaluation well don’t treat it as an annual event—they treat it as an ongoing conversation. The ED meets monthly or quarterly with the board chair or executive committee for informal check-ins. How are things going? Any concerns? Any support needed? Quick wins to celebrate?
These conversations make the annual evaluation easy because there are no surprises. Everything discussed in your formal evaluation has been mentioned at least once during the year. You course-corrected on small issues before they became big ones.
Start proposing these check-ins if they don’t exist. “I’d like to schedule quarterly 30-minute calls with you to discuss how things are going—any concerns from your perspective, any support I need, progress on key initiatives. Would that work for you?” Most board chairs will say yes because it makes their job easier too.
Use these conversations to share wins the board might not see: the staff member who just told you this is the best job they’ve ever had, the program participant whose life changed, the foundation that just invited you to submit a full proposal. Boards often undervalue ED performance because they don’t see 90% of what you do—these check-ins fix that.
Also use them to surface problems early: “I’m concerned about our program director’s performance—wanted to give you a heads up that I’m addressing it.” Your board chair appreciates knowing about issues before they explode. It builds trust.
Making Your Next Evaluation Better
If your last evaluation was a rubber stamp or an ambush, you can change that pattern. Start now, not three weeks before your next annual review.
Quick Win: Draft Your Own Evaluation Criteria
Based on your job description and strategic plan, create a one-page document outlining 3-5 key result areas and specific goals for the year. Include: what success looks like, how you’ll measure it, what support you need, and how this connects to organizational strategy. Share it with your board chair: “I want to ensure we’re aligned on expectations. Can we review these together and adjust as needed?”
This positions you as someone who takes accountability seriously and wants clear expectations—not someone trying to avoid evaluation. Your board will likely appreciate the initiative.
Then propose the framework for year-end evaluation: self-evaluation, input from direct reports, conversation with board or executive committee, discussion of compensation, and development goals for next year. Ask: “Does this process work for your timeline?”
Finally, schedule those quarterly check-ins. Make evaluation an ongoing conversation, not an annual ordeal.
Frequently Asked Questions
Formally, once a year is standard. But informal check-ins should happen quarterly at minimum. Monthly is even better for new EDs or during major transitions.
That's actually common and needs to change. Propose the process yourself: "I'd like to establish a regular evaluation process so I have clear feedback on my performance and clear goals for the organization. Can I draft a simple process for us to discuss?" Frame it as your desire for accountability, not criticism of the board.
Input from your direct reports provides valuable perspective on your leadership effectiveness, but it should be gathered confidentially and synthesized carefully. Your board shouldn't see raw staff comments—they should see themes. And staff should understand the input is developmental, not punitive.
Review your self-evaluation and last year's goals thoroughly. Prepare specific examples of accomplishments. Anticipate concerns the board might raise and think through your response. Know what compensation adjustment you're seeking and why. Bring questions about support and resources you need. Think through your development goals for next year. Don't wing it—this conversation matters too much.
Absolutely. Come prepared with market research on comparable salaries. Be clear about what you're asking for and why. Understand your organization's financial situation. Be willing to hear no, but don't be afraid to ask. Many boards appreciate EDs who advocate professionally for fair compensation.
First, stay calm. Ask for specific examples—vague concerns can't be addressed. Determine if concerns reflect actual performance issues or unclear expectations. Request time to process and respond thoughtfully. Consider whether this is fixable with support and time, or if it signals fundamental misalignment. Seek outside counsel—a coach, mentor, or trusted peer ED—to help you think through your options.
Look for themes in the feedback. If multiple sources mention communication challenges, that's a development priority. Then get specific: what aspect of communication? With whom? In what contexts? Turn each theme into a SMART goal with concrete actions. For example: "Improve board communication" becomes "Send monthly written updates to board highlighting progress on strategic priorities, challenges faced, and decisions needed. Schedule quarterly individual calls with each board member for deeper conversation."
Yes, if the evaluation identifies leadership development areas where coaching would help. Frame it as an organizational investment in effectiveness: "The evaluation identified strategic thinking as a growth area. I'd like to work with an executive coach who specializes in nonprofit leadership for six months. Given how central strategic direction is to organizational success, I believe this would provide strong ROI." Connect it to ED development and growth as part of sustainable leadership.
Your Evaluation, Your Leadership
Here’s what I want you to take from this: your board evaluation isn’t something that happens to you. It’s a tool for clarifying expectations, measuring progress, identifying growth areas, and ensuring alignment between you and your board. The executives who manage this process well treat it as part of their leadership work, not as a judgment to be endured.
The organizations that do evaluation well understand that executive effectiveness depends on partnership. A productive evaluation strengthens that partnership by creating space for honest conversation, shared learning, and mutual commitment to mission success.
Your next evaluation can be different from your last one. It starts with you taking ownership of the process—not waiting for your board to figure it out, but actively shaping how evaluation works in your organization. Draft criteria. Propose process. Request check-ins. Ask for development support. Connect to compensation. Use feedback for growth.
The evaluation conversation you need is the one where you and your board sit down as partners committed to the same mission, assess honestly how the past year went, learn from what worked and what didn’t, clarify expectations for the year ahead, and ensure you have the support and resources to succeed. That conversation is within your power to create.
Most boards want to do evaluation well—they just don’t know how. When you take the lead on shaping a meaningful process, you’re demonstrating exactly the kind of leadership they should be evaluating positively. You’re showing that you take accountability seriously, that you want clarity and growth, and that you understand evaluation as a tool for organizational effectiveness, not just personal judgment.
Your board will follow your lead. Show them what good evaluation looks like.
If you’re preparing for an upcoming evaluation and want to think through your strategy, or if you’re trying to establish a more effective evaluation process in your organization, that’s exactly the kind of work executive coaching supports well. We can work through how to navigate the board dynamics, frame the conversation, and turn evaluation into a tool for your leadership growth rather than a source of anxiety. Sometimes having a thought partner outside the organization makes all the difference in seeing the situation clearly and acting strategically.
Ready to transform your evaluation from ordeal to opportunity? Let’s talk.