8 Reflection Questions for Teachers and School Leaders

By Jon Konen, Last Updated: September 2, 2026

These eight reflection questions for teachers move from your hardest recent decisions to your most successful ones, then to what you can actually control. The author works through them weekly, and the value is in the pattern that emerges across sessions. That's what shifts you from reacting to what hits you to planning for it.

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How often as educators do we reflect? I mean truly sit down and reflect on the decisions we have made for the day, the week, or for the past year. As our lives get busier, it seems we get into a "reactive" state. We only have time to react to what is coming at us. A formal process for reflection may seem like a waste of time. We all have stress when we make decisions. Some stress is negative, and some is positive, eustress! Finding out where our stress comes from supports us in making better decisions.

I believe being reflective supports our work as educators and gives us strategies for the future in being "proactive." It is when we truly look back that we can see a better future. Here are eight questions we can ask ourselves to make our pathway more predictable and positive.

Here is the full set of reflection questions for teachers covered on this page, and what each one is built to surface.

The questionWhat it surfaces
1. Your five most stressful recent decisionsWhich of the nine working relationships your stress keeps coming back to
2. The single most difficult one, and whyHow much of that situation you actually influence
3. What you would change about how you handled itWhether you are being honest with yourself or protecting yourself
4. Your five most successful recent decisionsEvidence of what works, which most educators never write down
5. The one you are proudest of, and whyThe decision worth keeping on file for a bad week
6. How you can replicate those decisionsThe repeatable steps hiding inside a one-off success
7. What you can control across all of themWhat to let go of, so the rest gets your attention
8. Your plan for what comes nextReflection turned into dated, checkable next steps

Question 1: What Are the Top 5 Most Stressful and Difficult Decisions That You Have Made Recently?

Educators make many decisions throughout the school day. Some of these decisions are easy, and some are difficult and stressful. Hopefully we are making these decisions based on what's best for kids. Choosing our five most stressful decisions for the week may be easy for you, but narrowing it down to five helps you focus on where the stress is really coming from in our job. For this reflection exercise, I sort decisions into these nine areas: 1) student to student, 2) student to teacher, 3) student to parent, 4) teacher to teacher, 5) teacher to parent, 6) teacher to administration, 7) administration to parent, 8) administration to student, and 9) self-help. Categorizing our five most stress decisions into one of these nine areas supports us in determining the loci of our stress, as well as determining how much we can actually control in these decisions. Most likely, there is a repeated category. What is that category?

Here's what my reflection list looks like (my thoughts are abbreviated, and all five have expansive stories behind them):

  • Teacher to Administration - Working with a staff member who needs support.
  • Parent to Administration - Allowing new students to attend our school.
  • Teacher to Administration - Working with teachers to work with new students.
  • Teacher to Administration - Working with teachers who work with difficult students.
  • Self-Help - Working to stay organized.

Question 2: From Your List, What Is the Most Difficult Decision You Made and Why?

After you have made your list, what category was repeated the most? Would you consider this the locus of your stress? Knowing that we are much more effective and efficient when we can focus on one decision at a time, let's reflect on the most stressful decision you made. Sometimes we may perseverate on that one decision, but we have to give ourselves latitude in understanding that this is just one more decision. We have to decide how much influence we truly have over controlling the situation. If we decide we can control more of the situation, what are the next steps in making the situation more positive? If we decide we do not have much control over the situation, we must metaphorically "let it go" and only focus on what we do have control over.

Here is my reflection and thoughts on my most difficult decision of this past week…the "loci" of stress:

  • Self-Help - The loci of my stress come from not being organized. Unfortunately, time constraints are the major factor. I will make a list of five things I need to get done immediately, five things that can wait until next week, and five things that can wait until later. I understand that all other decisions will be easier when I can get more organized.

Question 3: Would You Have Changed Any Action You Took in Making That Decision and Why?

True reflection means being honest with yourself. Sometimes getting an outside perspective is vital to understanding if we truly are being honest with ourselves. We get caught up in what we are doing, and we may be "unaware" of the truth in our decisions. In my eyes, this is the single-most decisive characteristic that makes us who we are…a person's truth is part science and part perception. When we make an educational decision, we can say we are "doing what's best for kids," but who decides what's best for kids? It is the collective thought from society that helps us determine our perception of whether we are making sound educational decisions, which is what's best for kids. This here lies many struggles between the categories listed above in question 1. How do we trust ourselves to make the right decisions for students? The answer is multiple experiences and collective thought. What might be socially accepted in one area of the country may not be in another. For example, state laws on corporal punishment in schools vary considerably. It remains legal in some states, is explicitly banned in others, and the count shifts depending on how states with no statute either way are treated. NPR maintains a state-by-state tracker of where it stands. When this post was first written, 19 states permitted it, as reported in an October 17, 2016 NEA Today article, Why Are 19 States Still Allowing Corporal Punishment in Schools? The truth may look different for the community in which we are located…these differences can be celebrated, but also can be controversial.

Next, decide if you had the chance to go back and change any actions and decisions you made; what would you do differently? This part of the reflection process supports our work for the future. When we have a similar situation, we can pull from our past decisions to make these decisions easier. Putting the time into reflecting will make us more effective and efficient for the future.

Here is my reflection and thoughts on the single most difficult decision I made this week:

SELF-HELP - When I reflect on changing something, the solution to this question is controversial in my mind. The fine balance between home and school expectations is a struggle. I made my son's parent-teacher conference, was able to hunt deer for 10 hours (which will be all I can manage for this hunting season), conduct several after and before school meetings, meet my wife for a quick dinner, moderate a twitter chat one night, have dinner with the in-laws one night, research and read for a solution on a unique student one night, and so much more. My "moral compass" tells me I can't forsake family time for school success. Deciding what to cut out in order to get organized is going to take some creative thinking!

Question 4: What Are the Top 5 Most Successful Decisions That You Made Recently?

Notice we started this reflection process with the 5 most difficult decisions. We are ending with the 5 most successful decisions we have made recently. Hopefully, we spend more time in this area. If not, we need to! In my experience, educators tend toward the selfless, and many of us have a hard time accepting compliments or being overtly proud of our actions and decisions. I believe when society cuts educators up, we must unite and tell our story…and do it loudly and proudly! I urge you to make a list of 20 or 50 decisions that you have made this week that are successful. Then choose 5.

Here is a list of my top 5 most successful decisions this week:

  • Administrator to Student - Having Marshall the Miracle Dog present at our school. Great message on bully prevention. Impacting all of K-6 and staff!
  • Student to Student - Continuing our student kindness program. Each day, many students write down a rule that another student followed in our school, and I read it on the PA in the morning.
  • Teacher to Administrator - When a stressful situation happened, I am proud of myself for not reacting right away like I wanted to and giving myself time to compose myself and my next words!
  • Teacher to Administrator - Allowing teachers to change the location and format of their Veterans Day celebration. A packed gym with hardly any dry eyes transpired when students interviewed Vets, read powerful tributes and essays, and watched motivational clips on Veterans Day. Fantastic!
  • Administrator to Student - Celebrating as many students as possible each day with a high-five, handshake, or hug!

One caveat on that last item: physical contact with students is not a universal practice and should not be treated as one. Follow the student's lead, account for disability and cultural considerations, and check your school or district policy on physical contact before building any greeting like this into a daily routine.

Question 5: Out of Those Top 5 Decisions, What Are You Most Proud of and Why?

Can you imagine making a list each week of your top 5 successful decisions? That would be 180 successful decisions a year. Then from that list, pick your most successful decision of the week. If you collected all of them, that would be 36 success stories for the year! That actually sounds like a fantabulous book! Keeping your list so it is accessible is important in reflection. Personally, I have access to all of my blog posts electronically. Think of a stressful day where you need to get away from it all, or you may even be thinking about a mental health day…pull out your list, read it silently, then read it out loud. What sticks out in your mind? This list could be used in a multitude of ways.

Here is the decision that I am most proud of this week:

I am most proud of supporting the presentation, Marshall the Miracle Dog. I was pleasantly surprised at the powerful message the presenter, Cyndi Willenbrock, had for students and staff in our school about bully prevention and perseverance. Students and staff had tears of not only empathy, but empowerment when they listened, responded, and asked questions of Cyndi and Marshall. *Bonus, every child was allowed to pet Marshall the Miracle Dog.

Question 6: How Can You Replicate These Decisions?

Being able to replicate the good decisions from the past is important for the future. Experience can help here, and for many of us, decision-making is part of the longer process of becoming a successful educator. Time in the role does not on its own guarantee better decisions, or make the good ones reliably repeatable. Everyone likes success, and the ability to reflect and visualize positive outcomes is done by the greatest of athletes, successful business men/women, and history makers.

Journaling, blogging, or writing down your reflection is one way you can ensure that it can be replicated. Here is my journal entry I made using bullet points to help me in making a plan.

  • Collaborate with the counselor on upcoming presentations in our school district that we may want at our school.
  • Research with staff members on possible presentations.
  • Find solid presentations that have good reviews from other schools, websites, and even social media.
  • Find presentations that match our goals and/or theme for our school.
  • Use the PA system, social media, and fliers home to advertise and highlight the upcoming presentation.
  • Talk with students in the hallways and in classrooms to raise awareness.
  • Buy something that each classroom and library can use to remember the presenter and the message…a book, poster, video, etc…
  • Follow up on presentation with students and staff. Connect back to the message routinely on PA, memos, staff meetings, and more.

Question 7: What Can You Control in All These Decisions?

Many times we stress about situations we have no control over, and we may even take ownership of these same situations. We somehow think we can make a miraculous change in the situation. Sometimes we can; many times we cannot. Educators may sometimes continue worrying about difficult decisions outside the workday (one of the categories in question 1). We may have to get advice from our colleagues or significant others in order to determine how much control we truly have in these decisions. We may be unaware.

Here are my thoughts on what I can control in these decisions for the past week:

MOST DIFFICULT DECISION - I can control the amount of work I finish, when I complete this work, and how much work I can delegate to others. Spending time with students, parents, and teachers will always be my priority over paperwork. But, there is a point where I have to spend time during the school day on paperwork so it doesn't adversely affect my family life at home. Saving all my paperwork for non-contact time with kids would be ideal, but I cannot keep trading work time for family time. I cannot control nor take ownership of my guardians/parent's decisions, not all student's decisions, and nor some staff member's decisions. I have to let this go.

MOST SUCCESSFUL DECISION - I can control the experiences my students and staff have collectively through culture building. Connecting our experiences to goals that are set individually and school-wide help ensure that we can replicate the successful decisions we have made thus far. I cannot control student's and staff's emotions towards the message, but I can support the further building of empathy and empowerment.

Question 8: Make a Plan for the Future. What's on Your Plan?

Making a plan doesn't have to be a long drawn out script. It could be quick bullet points with dates. Adding dates makes your plan real and adds the element of time. These are now short goals for you based on your reflection. The format you use will match your personal thought process. Some educators think in a list format, bullets, outline, blog, or numerated phrases.

Here is my weekly plan for the future:

  • Continue to prioritize my "to-do" list. Determine what needs to be done immediately, during the week, or possibly by the end of the semester. Make a to-do list each Monday with these categories. (RE: Most difficult decision)
  • Continue to locate and create positive learning experiences for all students. Book another presentation for quarter three in school. (RE: Most successful decision)
  • Continue to point out positives that I would like to see continued from students, parents, and staff daily. (RE: 5 Most Difficult Decisions)
  • Continue to highlight students and staff who do random acts of kindness, see it done by others, and promote these stories daily. (RE: 5 Most Successful Decisions)

By doing this weekly, you will find patterns. These patterns will guide you in your next steps. After you do this reflective process the first time, repeating the steps will become faster and faster. Hopefully, you can get into a rhythm and routine where reflection is part of your day, week, or quarter. The power of reflection is best served over time by being true to yourself!

Frequently Asked Questions

How often should teachers work through reflection questions?

There is no established standard here. The author built this framework around a weekly rhythm, on the reasoning that a week is long enough to produce a pattern and short enough that the details are still fresh. Others prefer an end-of-term or end-of-semester pass, which suits goal setting more than catching a problem early. Treat weekly as a suggested starting point and settle on the interval you will actually keep.

How long does this take the first time?

That depends on you, and no sourced figure exists for it. As a rough starting point, set aside half an hour for a first pass, since ranking your five hardest decisions is slower than it sounds. Most people find later sessions go faster, because by then you are updating a list rather than building one from scratch. If eight questions feels like a lot for a first attempt, a shorter set of five questions for building reflective capacity covers related ground in less time.

What is the difference between reflection and just venting?

Venting stops at the feeling. Reflection asks two more questions: which working relationship the decision belonged to, and how much of it you actually controlled. Those two additions are what turn a bad week into information you can use. If you finish a session with no next step written down, it was probably venting.

Can a team or department work through these questions together?

Yes, and the honesty question benefits from it most. Question 3 asks whether you are being truthful with yourself, and that is the one where an outside perspective catches what you cannot. Grade-level teams or instructional coaches could use the successful-decisions half as a standing agenda item, since it surfaces practices worth copying across classrooms.

  • Start with the hard decisions - Ranking your five most stressful choices first is what makes the successful ones readable as evidence rather than as consolation.
  • Name the relationship - Sorting each decision into one of the author's nine categories, from student-to-student through self-help, shows you which relationship your stress actually lives in.
  • Separate control from concern - Question 7 exists to be blunt about what you cannot influence, because carrying it anyway is what costs you sleep.
  • Write it down or lose it - On the author's weekly cadence that adds up to roughly 180 successful decisions and 36 standout ones across a school year, and none of it is recoverable from memory.
  • End with dates - A plan without dates is a wish. Bullet points with deadlines are what convert reflection into something you can check.

RELATED - Should I Become a Teacher?

Reflection has a way of surfacing the same gap twice: the thing you want to handle better, and the training that would actually get you there. The sponsored programs on this page include MEd and administrative-credential options built around teachers who are already carrying a full classroom load, several of them fully online. Administrator certification and licensure requirements vary by state, so verify with your state's educator-licensing agency that any program meets the requirements where you intend to work.

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Jon Konen