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How does a board evaluate itself without it getting awkward?

By Erik Reagan · · 5 min read

Somebody proposes a board self-assessment, and you can feel the room temperature drop three degrees. Who’s being evaluated, exactly? Is this about someone? Is this about me?

That reaction is almost entirely a function of frequency. A self-assessment that happens once, prompted by a problem, is an investigation — and everyone correctly reads it as one. One that happens every September, for everyone, whether or not anything is wrong, is just a thing the board does, like approving the audit. The awkwardness lives in the exception.

So the first answer is boring: put it on the annual calendar, run it the same month every year, include every member, and don’t skip the years that feel fine. Those are the cheapest years to do it.

What to actually ask

Keep it to fifteen or twenty questions people can answer in ten minutes. A board handed forty questions answers the first eight thoughtfully and the rest at speed. Cover six areas.

Meetings and use of time. Do meetings start and end on time? Does the board spend its time on decisions and strategy, or on reports it could have read? Do members get materials early enough to arrive prepared? This section produces the fastest fixes.

Whether people can disagree. Ask it plainly: do you feel able to raise a dissenting view in this room? Are hard questions welcome, or absorbed politely and moved past? A board where everything passes unanimously and quickly may be one where the real conversation happens in the parking lot. Give this its own question; it’s the one nobody volunteers unprompted.

Skills and composition. Does the board have the expertise it needs — finance, legal, the program area, fundraising, facilities? What’s missing? This feeds the nominating committee directly, which is a good reason to run the assessment a few months before recruiting season.

Follow-through. Do commitments made in meetings actually get done? Does the board know the status of its own open items? Members are often more honest about this collectively than individually.

The board and the executive director. Is the line clear — does the board govern while the staff manages, or does it blur in both directions? Does the board give the ED the direction and support they need? This isn’t evaluating the ED; it’s evaluating the relationship, which both sides own.

Your own participation. A few questions each member answers about themselves: Do I prepare? Do I attend? Have I fulfilled my give-or-get commitment, my committee work, my conflict-of-interest disclosure? Am I contributing what I hoped to?

Leave one open box at the end: what’s the one thing you’d change about how this board works? Some of the best answers a board receives arrive in that box.

Confidentiality is the whole mechanism

Candor is not a personality trait. It’s a product of conditions. If a member believes the chair will read their answers individually, they’ll write answers they’d be comfortable defending to the chair — a different and much less useful document.

So set the rule before the survey goes out, and say it in the invitation: responses are confidential, results are reported in aggregate, individual answers are not attributed. Then honor it, including when an answer is identifiable by its content. If the board has eleven members and one CPA, the finance comment will be recognizable — and the chair’s job is to summarize the theme without confirming the author.

The corollary: don’t run it as a round-robin at a meeting, or through a tool where the chair sees names beside answers. Written and confidential first; discussion after, at the level of themes.

The step boards skip

Here is where most self-assessments fail. The survey goes out, responses come back, the governance committee summarizes them, the summary gets fifteen minutes at the next meeting, everyone nods at the interesting parts — and nothing changes.

Do that twice and you’ve taught the board something durable: filling this out is theater. The third year’s response rate will say so.

The fix is to require an output. The results must produce two or three concrete changes, each with a named owner and a date. Not ten. They’re usually small and unglamorous, which is fine — small and done beats visionary and pending:

  • Materials go out seven days ahead instead of two. Owner: the secretary. Starting: next meeting.
  • Committee reports move to writing in the packet; agenda time only for recommendations. Owner: the chair.
  • Open action items get reviewed in the first ten minutes of every meeting. Owner: the chair.

Then report back — this is what makes next year’s survey get honest answers. At the assessment meeting a year later, before anything else, the chair reviews what the board said and what got done about it. A board that sees its feedback turn into changed practice fills out the next survey like it matters, because it demonstrably does.

The gentle door into a harder conversation

The individual self-reflection section does quiet work beyond its face value.

Renomination conversations are among the hardest a governance committee has. Nobody enjoys telling a well-meaning trustee who attended four of nine meetings that the board isn’t putting them forward again. So most boards don’t, terms roll over indefinitely, and the board slowly fills with people who joined for reasons that expired.

A self-assessment gives that conversation a door. When a member has written, in their own words, that they haven’t been able to contribute the way they intended, the conversation starts from the member’s own assessment rather than the committee’s verdict. “You mentioned this year has been tight — let’s talk honestly about whether the timing works for another term” is a conversation two adults can have. Sometimes the answer is a graceful step off, sometimes a re-commitment, sometimes a committee seat that fits the season of life they’re in. All better than the silent rollover.

The one-sentence version

Run it the same month every year; ask about meetings, candor, skills, follow-through, the ED relationship, and each member’s own participation; keep responses confidential and report them in aggregate; then turn the results into two or three changes with names and dates — and open next year’s assessment by reporting on them.