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03 · Professional & Academic

Questions to Ask a Superintendent

Questions for parents, teachers, board members, and reporters who have a superintendent's attention at a forum, a board meeting, or an interview. They push past mission statements toward staffing gaps, budget sources, special education timelines, discipline data, and how complaints are actually handled.

21 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. What are the two or three things you most want to be different in this district three years from now?

    Why ask it

    A limit of three forces a priority order, which a vision statement never does. If the answer lists eight areas or repeats the strategic plan's headings, nothing has been chosen and next year's budget will show it.

  2. Which schools in the district are struggling most right now, and what specifically is being done at those buildings?

    Why ask it

    Superintendents know exactly which schools these are. Naming them and describing a different response at each is the sign of an active plan; talking about supporting all schools equally usually means the weakest ones are being left to their principals.

  3. How many teaching and support positions are unfilled today, and how are those classrooms being covered?

    Why ask it

    This is a number, and coverage arrangements such as long-term substitutes, split classes, or administrators teaching are the practical effect families feel. A district that cannot state the vacancy count is not tracking its most immediate problem.

  4. What is teacher turnover across the district, and which schools have the highest?

    Why ask it

    Turnover concentrated in a few buildings usually points at leadership or working conditions there rather than at pay, which is district-wide. Watch whether the answer blames the labour market for a pattern that varies school by school.

  5. Where does the district's money come from, and what happens when the current grants or levy end?

    Why ask it

    Districts often build recurring positions on temporary funding and then face a cliff. Ask which staff are paid from money with an end date, and what the plan is for those roles when it runs out.

  6. What share of the budget reaches classroom instruction, and how has that changed over five years?

    Why ask it

    The trend matters more than the figure, since definitions of instructional spending vary. A district where the share has drifted downward while enrolment fell is carrying overhead it has not confronted.

  7. Besides state test scores, which numbers do you watch to know how students are doing?

    Why ask it

    Useful answers name things like chronic absence, ninth-grade course failure, or reading level by third grade, all of which predict later outcomes. Answers about the whole child with no measurement attached mean nobody is accountable for it.

  8. Which gaps in outcomes are you tracking, and can you name one that has narrowed and what caused it?

    Why ask it

    The second half is the real question. Districts publish gap data widely and can rarely point to a specific program that moved one, so an honest answer may be that none has closed yet, which is more informative than a list of initiatives.

  9. How long does a family currently wait from requesting a special education evaluation to getting one, and are you within the legal timeline?

    Why ask it

    Evaluation deadlines are set in law and districts do miss them, often quietly. A superintendent who does not know the current average wait is not receiving reports on one of the district's clearest compliance risks.

  10. What happens to a student who reaches third grade reading below grade level?

    Why ask it

    Ask for the sequence: who identifies the student, what intervention they receive, how often, delivered by whom, and how progress is checked. Vagueness here is common and expensive, because this is the point where later outcomes are largely determined.

  11. What are your suspension and chronic absence numbers, and how do they break down by school and student group?

    Why ask it

    These are the two datasets that most often reveal a problem the district has not discussed publicly. Watch for whether the superintendent has the figures at hand or has to refer you to a report.

  12. What do you expect of a principal, and what happens when a school does not improve?

    Why ask it

    The accountability answer tells you whether leadership is managed or merely appointed. Districts that never move principals tend to have persistently low-performing buildings, and everyone inside the system knows which ones.

  13. What is your plan for student mental health, and what is the current counsellor and psychologist ratio?

    Why ask it

    The ratio is the plan, in practice. Programs and partnerships matter, but a building with one counsellor for several hundred students is doing crisis response rather than support.

  14. When there is a safety incident at a school, who is told, in what order, and how quickly?

    Why ask it

    Ask about the notification protocol rather than about safety in general. Most district reputations are damaged not by the incident but by families learning about it from their children first.

  15. How do you communicate with families who do not speak English at home, and how many such families are there?

    Why ask it

    Translated newsletters are the easy part. The harder questions are whether interpreters attend parent conferences and disciplinary meetings, and whether anyone has checked that the translations are usable.

  16. What curriculum or program changes have been adopted in the last two years, and who was consulted?

    Why ask it

    Curriculum decisions are where teachers most often feel excluded, and where vendor influence appears. Ask whether teachers piloted the material and what happened to their feedback.

  17. How does the district decide on school closures, boundary changes, or consolidation?

    Why ask it

    Even districts with no current plan have a process and enrolment projections. Refusing to discuss the criteria before a proposal exists is what turns these decisions into community fights.

  18. If a parent or teacher raises a complaint, what is the actual path it follows, and how many reached you last year?

    Why ask it

    The published policy and the lived experience usually differ. A superintendent who can describe both the route and a case that changed something is running a system where complaints function; a purely procedural answer means they do not.

  19. Which state or federal requirement gets most in the way of your work, and what would you change about it?

    Why ask it

    Invites a candid answer about mandates, testing, or reporting burden, and shows whether they distinguish between rules that protect students and rules that only generate paperwork. Blaming everything on the state is its own kind of answer.

  20. What are your graduates doing a year after they leave, and how do you know?

    Why ask it

    Most districts track graduation rates and very few track what happens next. Whether they have any follow-up data at all tells you how seriously the phrase college and career ready is meant.

  21. What decision have you made here that you would make differently now?

    Why ask it

    A superintendent who can name one, and say what they learned, is likely to correct course again. A polished non-answer at a public meeting is worth noting, because it is the same instinct that keeps bad news from reaching the board.

Getting a straight answer from a superintendent

Practical guidance for the conversation itself

Before you ask

Read the public documents first

Board meeting minutes, the adopted budget, and the state's published report card for your district are all public. Ten minutes with them means you can ask about a specific number rather than a topic, which is much harder to deflect.

Know the difference between the superintendent and the board

The board sets policy and controls the budget; the superintendent runs operations and reports to the board. Directing a policy question at the superintendent, or a staffing question at the board, gets you referred elsewhere.

Ask one question, not four

Compound questions at public meetings get answered on the easiest part. Pick the single thing you most want on the record, and hold the follow-up for after.

Learn the meeting rules

Public comment is often limited to a few minutes, may require signing up in advance, and frequently does not obligate anyone to answer on the spot. Ask for the answer in writing, and note that a written reply is easier to hold people to.

If you are a parent, a teacher, or a candidate

As a parent

Start at the school. Superintendents will send an individual concern about your child back to the principal, and rightly. Bring the superintendent the pattern rather than the incident: three families with the same problem, or a policy that produced it.

As a teacher or staff member

Ask about the decision you are living with rather than the philosophy behind it: who chose the new curriculum, what the plan is for uncovered classes, when the evaluation cycle changes. Ask in a forum where the answer is on the record.

As a board member

The questions worth your time concern reporting: what data you receive routinely, what you only see on request, and what would trigger the superintendent telling you something immediately. Most board surprises are reporting failures.

As a job candidate

Ask why the last person left, what the board disagrees about, what the district's financial position looks like in three years, and what the superintendent expects to be different a year after you start.

Reading the answers

  • A named number, source, and date is a real answer. Words like committed, focused, and prioritising with nothing measurable attached are not.
  • Notice when a question about outcomes is answered with a description of effort. Programs launched are not results.
  • If a comparison is offered against similar districts, ask which districts and who chose them. Peer groups are often selected to flatter.
  • If told the data is not available, ask when it will be and who is responsible for producing it. Much of it is already reported to the state.
  • Watch what gets referred to a committee. It is a reasonable answer once and a pattern worth noting the third time.

Following up

  1. 1Send a short written summary of what you asked and what you heard, and ask for correction if you got it wrong.
  2. 2Ask for the specific document rather than a general briefing. Budgets, staffing reports, and evaluation timelines usually exist already.
  3. 3If you get no response, most jurisdictions allow a public records request for district documents. It is a routine step, not a hostile one.
  4. 4Bring the same question back at the next meeting if nothing changed. Repetition on the record is what moves district decisions.
  5. 5Where a claim was made about a plan, ask at the next meeting what has happened since. Dates are the part people forget they gave you.