Yom Kippur Leadership Lessons: The Courage to Make Things Right

Leaders often talk about accountability. However, many practice it only when the consequences remain small.

When a decision fails, trust breaks, or employees receive unfair treatment, leaders may admit that “mistakes were made.” Yet they often avoid explaining who made the decision, who suffered the consequences, or what will change.

Yom Kippur offers a more demanding model.

Yom Kippur, the Jewish Day of Atonement, centers on confession, repentance, forgiveness, and repair. These themes remind leaders that accountability requires more than a carefully written statement.

Instead, accountability requires leaders to face the truth, accept responsibility, address harm, and act differently when the next test arrives.

Organizations should never reduce this sacred observance to a management metaphor. Still, its emphasis on moral responsibility raises important questions for anyone who leads others.

These Yom Kippur leadership lessons challenge leaders to look beyond reputation management and public appearances.

The central question is direct:

When your leadership causes harm, are you willing to do more than protect your reputation?

Readers who want to understand the holiday’s history and religious meaning can explore this introduction to Yom Kippur.

Stop Hiding Behind “Mistakes Were Made”

Passive language allows leaders to acknowledge a problem without accepting responsibility.

For example, leaders may say:

“Communication broke down.”

“Expectations were unclear.”

“The process failed.”

Each statement may describe part of the problem. However, none identifies who made the decisions that created it.

Accountability requires leaders to name the decision, not merely describe the result.

A leader should explain what happened, what information was available, and why the choice created harm.

Consider the difference between these statements.

Weak Accountability

“There were problems with how the change was communicated.”

Stronger Accountability

“I approved the change before ensuring managers had the information and time they needed to explain it properly.”

The second statement does not hide behind the process. Instead, it identifies the decision and the leader’s role.

Employees notice this difference immediately.

They can tell when a leader carefully selects words to avoid blame. Likewise, they notice when senior leaders shift responsibility to managers, systems, or circumstances.

Of course, systems and circumstances matter. Still, leaders remain responsible for the decisions they control.

Seniority should increase accountability rather than reduce it.

Unfortunately, some organizations protect senior leaders while placing the consequences on employees with less authority. That approach damages trust because it creates one set of standards for executives and another for everyone else.

Strong leaders reject that double standard.

They acknowledge what they approved, ignored, delayed, or failed to prevent.

The Chabad overview of Yom Kippur provides additional context about the observance and its focus on reflection and atonement.

Leadership Reflection

What language do you use when you want to appear accountable without fully accepting responsibility?

Confession Without Explanation or Spin

A genuine acknowledgment should not immediately turn into a defense.

Nevertheless, leaders often weaken apologies by explaining their pressure, intentions, workload, or limited information.

They may also point to the mistakes of other people.

For example, a leader might say:

“I am sorry the team felt unsupported, but everyone knew we were under pressure.”

The word “but” changes the purpose of the apology. Instead of accepting responsibility, the leader begins defending the decision.

Context can matter later. However, it should not replace the initial acknowledgment.

A direct statement sounds different:

“I made this decision. I did not consider its full effect on the team. As a result, the decision created unnecessary pressure and damaged trust. I am responsible for correcting it.”

This statement identifies the action, consequence, and responsibility.

A strong accountability statement should include four elements:

  • What the leader did or failed to do
  • Who experienced the effect
  • What harm resulted
  • What the leader will correct

Leaders should also avoid using good intentions to dismiss negative consequences.

A manager may have wanted to improve efficiency. However, the decision may still have created confusion or burnout.

Likewise, a leader may have intended to move quickly. Yet the rushed process may have excluded important voices.

Good intentions do not erase harm.

Leaders should also allow affected employees to describe their experience.

During that conversation, the leader may hear details that feel incomplete or unfair. Even so, correcting every detail immediately can make the conversation about the leader’s discomfort.

Instead, listen first.

Ask questions after the person finishes. Then, clarify facts without dismissing the experience.

The article on repentance and change offers further context on responsibility and meaningful correction.

Key takeaway: An apology becomes meaningless when most of it explains why the leader should not receive blame.

Intentions Do Not Cancel Consequences

Leaders often judge themselves by what they intended.

Employees, however, judge leadership by what they experienced.

Both perspectives matter. Still, leaders create problems when they use intention to dismiss impact.

A decision may aim to improve efficiency while creating confusion. Similarly, a restructuring may target growth while producing fear, overload, and unfairness.

The positive intention does not erase the actual effect.

Good intentions and harmful consequences can exist at the same time.

Mature leaders can hold both truths in the same conversation.

For example, a leader might say:

“My goal was to reduce delays. However, I moved forward without enough employee input. Consequently, the new process increased workloads and created more confusion.”

This statement explains the intention without using it as a defense.

Employees should not have to prove that a leader intended to cause harm.

In most workplace situations, intent does not represent the central issue. The issue involves what happened, how people experienced it, and what must change.

Acknowledging impact also does not require leaders to describe themselves as malicious.

It simply requires honesty.

Leaders should ask:

  • What did I intend?
  • What actually happened?
  • Who experienced the consequences?
  • What did I fail to anticipate?
  • What evidence did I ignore?
  • How will I prevent the same result?

These questions move the conversation from self-protection to learning.

My Jewish Learning also explores the difference between saying sorry and making amends in its discussion of apologizing and accountability.

Leadership Reflection

Are you measuring your leadership by what you meant to do or by what your actions actually created?

Repair the Damage, Not Just the Message

When something goes wrong, organizations often focus first on controlling the story.

They revise an announcement, prepare talking points, schedule a town hall, or issue a carefully written statement.

Communication matters. However, stronger wording does not repair material harm.

A better message cannot correct an unfair performance review.

Likewise, a town hall cannot restore lost compensation, recognition, or opportunity.

Leaders must determine who suffered harm and how.

Then, they must correct what they can.

Meaningful repair may involve:

  • Correcting an inaccurate performance review
  • Restoring credit for an employee’s work
  • Reconsidering an unfair promotion decision
  • Reimbursing an expense employees should not have carried
  • Adjusting an unrealistic workload or deadline
  • Removing a policy that repeatedly creates harm
  • Publicly correcting misinformation shared publicly
  • Restoring access to development or leadership opportunities
  • Reviewing compensation that reflects inconsistent decisions

These actions require more courage than issuing an apology.

They may also involve cost, inconvenience, or embarrassment.

Nevertheless, repair becomes credible only when leaders accept those consequences.

A practical repair process should begin with six questions.

1. Who Was Affected?

Identify individuals, teams, customers, or communities that experienced the consequences.

Do not assume the impact remained limited to the most visible group.

2. What Harm Occurred?

Determine whether people lost time, money, opportunity, trust, recognition, or psychological safety.

Specific harm requires specific correction.

3. What Can Be Restored?

Some losses can be repaired directly.

For example, leaders can restore credit, compensation, access, or responsibility.

4. What Must Change?

Remove the process, policy, or behavior that created the damage.

Otherwise, the same problem will return.

5. Who Owns the Correction?

Assign a clear owner and deadline.

Shared responsibility often becomes no responsibility.

6. How Will Progress Be Reported?

Update affected employees after the apology.

Silence may suggest that leadership lost interest once public attention faded.

The article After “I’m Sorry,” the Real Work Begins provides additional perspective on the responsibility that follows an apology.

Key takeaway: Trust does not return because a leader says sorry with greater emotion. It returns when the leader corrects the damage.

Accept Responsibility for What Happened Under Your Leadership

Yom Kippur includes forms of collective confession.

Without simplifying or repurposing that religious practice, leaders can still consider a difficult question:

What responsibility do leaders carry for problems they did not personally commit but allowed, ignored, rewarded, or failed to prevent?

Leaders shape what becomes normal inside an organization.

For example, one employee may act disrespectfully. However, repeated disrespect across a department suggests a leadership problem.

Likewise, one manager may hide information. Yet ongoing secrecy may reflect incentives or expectations created by senior leaders.

Repeated misconduct rarely remains an individual issue.

Leadership influences behavior through:

  • What it rewards
  • What it ignores
  • What it punishes
  • What it measures
  • What it promotes
  • What it discusses
  • What it refuses to confront

Silence from senior leaders can appear as permission.

Similarly, incentives may encourage behavior that organizational values claim to reject.

A company may say it values teamwork while rewarding individual results at any cost. Another may claim to support employee wellbeing while praising managers who demand constant availability.

These contradictions shape culture.

Leaders remain responsible for the systems, expectations, and consequences under their authority.

“I did not know” may sometimes be true. However, that statement can also reveal a serious failure of visibility or oversight.

Strong leaders ask:

  • What behavior did leadership tolerate?
  • Which problem remained widely known but never entered formal discussion?
  • What did the organization reward despite claiming to oppose it?
  • Who raised concerns but received no response?
  • What happened because leaders avoided difficult questions?
  • Which manager continued causing harm because results protected them?
  • What information failed to reach senior leadership, and why?

Leaders cannot control every action. Nevertheless, they must accept responsibility for the environment their leadership creates.

The discussion of whether people must forgive someone who has not made amends offers useful context on forgiveness and responsibility.

Practice Restraint Before Exercising Authority

Fasting and other restrictions play a central role in Yom Kippur.

Organizations should not turn those sacred practices into corporate techniques. However, leaders can respectfully consider the broader discipline of restraint.

Authority gives leaders the ability to act quickly.

Wisdom determines when they should pause.

Not every disagreement requires an immediate response.

Similarly, not every critical email deserves an instant reply.

Leaders often create unnecessary damage when they react while angry, embarrassed, or afraid.

A sharp message may take one minute to send. Yet repairing its effect may take months.

Therefore, leaders should separate emotional reactions from business decisions.

Power should not be used simply because it remains available.

Sometimes, silence creates space for better information. A pause can also allow emotion to settle and judgment to improve.

Before making a consequential decision, ask:

  • What emotion influences me right now?
  • What information might I be missing?
  • Who will carry the consequences?
  • Have I heard from someone who disagrees?
  • Am I responding to the problem or protecting my ego?
  • Would I make the same decision tomorrow?
  • What happens if I wait one hour?
  • Which voices have not entered the discussion?

This pause does not mean avoiding action.

Instead, it improves the quality of action.

Strong leaders act with purpose rather than impulse.

The U.S. Equal Employment Opportunity Commission provides guidance on religious accommodations in the workplace. Leaders can use this resource when planning respectful policies around religious observances.

Leadership Reflection

When has your authority allowed you to act faster than your judgment was ready?

Forgiveness Cannot Be Demanded

Leaders sometimes apologize and then expect immediate forgiveness.

They may also expect restored trust and an end to further discussion.

That expectation turns the apology into another form of control.

The person who caused harm does not control the recovery timeline.

An employee may accept an apology while still needing distance, evidence, or time.

Likewise, a team may appreciate a leader’s honesty without immediately restoring confidence.

Forgiveness and accountability can exist together.

Still, forgiveness does not automatically remove professional consequences.

For example, an employee may forgive a manager personally while still requesting a transfer. A board may accept an executive’s apology while maintaining stronger oversight.

Those outcomes do not prove that the apology failed.

Instead, they may represent reasonable boundaries.

Leaders should not pressure employees to make them feel absolved.

Statements such as “I already apologized” or “We need to move on” focus on the leader’s discomfort rather than the affected person’s recovery.

Trust may require repeated evidence over a significant period.

Therefore, leaders must respect boundaries and continue demonstrating change.

A sincere apology offers the beginning of repair.

It does not demand that everyone forget what happened.

The EEOC provides further information about religious discrimination and workplace protections.

Key takeaway: An apology offers a path toward repair. It does not give the leader the right to demand forgiveness.

Prove the Apology When the Situation Repeats

The real test of accountability occurs when the same pressure returns.

Changed language is easy.

Changed behavior under pressure is harder.

A leader may sincerely regret announcing a major change without consulting managers. However, the apology means little if the leader repeats the process six months later.

Therefore, leaders should identify the conditions that contributed to the original failure.

Perhaps urgency encouraged the decision. Maybe fear of disagreement caused the leader to avoid consultation. In another case, the leader may have prioritized secrecy over preparation.

Once leaders understand those conditions, they can build a different process.

For example, changed behavior may include:

  • Consulting managers before the next announcement
  • Giving managers time to prepare
  • Sharing anticipated employee questions
  • Clarifying what remains final and what remains open
  • Collecting feedback before implementation
  • Adding a review step before communication begins
  • Asking a trusted colleague to challenge the plan
  • Measuring the result after implementation

Safeguards matter because good intentions often disappear under pressure.

Leaders should also ask a trusted person to challenge familiar patterns.

This person may be a colleague, coach, board member, or senior team member.

The goal is not to create approval for every decision. Instead, the goal is to prevent blind spots from controlling the process.

Accountability should remain visible without turning into self-promotion.

Leaders do not need to repeatedly announce how much they changed.

Employees will notice the difference.

Mitch Levinson’s article on adaptive leadership when plans fail explores how leaders can adjust their behavior and strategy when circumstances change.

Leadership Reflection

What will you do differently when you face the same situation again?

Key takeaway: The strongest apology appears when a leader makes a different choice even though repeating the mistake would remain easier.

Create an Organizational Process for Making Things Right

Accountability should not depend entirely on one leader’s courage.

Organizations need systems that make problems visible and require correction.

Without those systems, employees may report concerns but receive inconsistent responses.

Some complaints may receive attention because a senior employee raises them. Meanwhile, others may disappear because the affected person lacks authority.

A strong organizational process should include clear steps.

1. Receive the Concern

Create accessible channels for employees to raise issues.

These may include managers, human resources, anonymous systems, ethics channels, or designated reviewers.

2. Protect the People Involved

Employees should not face retaliation for reporting concerns.

Leaders must communicate and enforce that standard.

3. Establish the Facts

Review evidence, speak with relevant people, and avoid reaching conclusions based on status or reputation.

4. Identify Responsibility

Examine both individual and systemic responsibility.

One person may have made the decision. However, weak policies or incentives may also have contributed.

5. Correct the Immediate Harm

Restore what can be restored.

Do not delay direct correction while leadership develops a broader plan.

6. Change the Conditions

Address the policy, process, incentive, or leadership behavior that allowed the problem to occur.

7. Review the Outcome

Check whether the solution worked.

Otherwise, the organization may close the issue while the harm continues.

Organizations should also examine patterns.

Repeated complaints from one department may reveal a larger leadership problem. Similarly, several unrelated incidents may share the same weak process.

Senior leaders should report unresolved cultural and operational risks.

In addition, performance evaluations should include leadership conduct, not only financial or operational results.

Leaders should also communicate lessons without exposing confidential information.

Employees need evidence that the organization learned something. However, they do not need private details about the people involved.

Mitch Levinson’s article on leveraging feedback loops for continuous improvement explains how organizations can turn feedback into stronger systems.

Leadership Challenge

Identify one recurring problem that your organization continues to acknowledge but has never fully repaired.

Respecting Yom Kippur in the Workplace

Yom Kippur is not a festive workplace celebration.

It is a solemn religious observance that involves fasting, prayer, reflection, and abstention from work for many Jewish people.

Therefore, leaders should approach the day with care.

First, check the Jewish calendar before scheduling important meetings, launches, deadlines, or mandatory events.

The observance begins before sunset. Consequently, an evening event may create a conflict even when a calendar lists Yom Kippur on the following day.

Provide reasonable scheduling flexibility for employees who observe the holiday.

For example, managers can adjust deadlines, approve time off, or move meetings when practical.

Avoid food-centered mandatory events immediately before or during the fast.

Likewise, do not expect employees to respond to email, join virtual meetings, or monitor workplace communication while observing the holiday.

Leaders should also avoid saying “Happy Yom Kippur.”

That phrase does not match the solemn nature of the day.

Instead, a respectful acknowledgment might include “Wishing you a meaningful Yom Kippur” or “Wishing you an easy fast” when appropriate.

Do not ask employees to explain their level of religious observance publicly.

Each person may observe differently.

Some employees may fast and attend services. Others may follow different practices. Therefore, leaders should avoid assumptions.

Organizations should not pressure Jewish employees to educate coworkers.

Use reliable resources and provide optional education without making employees responsible for the entire effort.

Most importantly, respect should appear through planning and accommodation.

A holiday message means little when leaders schedule an unavoidable meeting during the observance.

Strengthen Daily Accountability With The Leadership Lift

Accountability should not appear only after a major failure.

Instead, it should shape everyday communication, decisions, commitments, and relationships.

The Leadership Lift provides brief weekday lessons that help leaders examine how they listen, communicate, respond, decide, and support their teams.

The lessons support stronger accountability by:

  • Encouraging regular self-examination
  • Providing practical questions for reviewing decisions
  • Helping leaders identify unproductive habits
  • Strengthening communication and listening
  • Turning leadership principles into daily actions
  • Supporting consistent improvement
  • Connecting reflection with measurable behavior

Short lessons can create useful pauses during a busy week.

For example, one lesson may encourage a leader to reconsider how they respond to criticism. Another may help a manager recognize when a vague promise needs a clear owner and deadline.

Over time, these small adjustments can change leadership behavior.

Daily reflection also prevents accountability from becoming a one-time performance.

Leaders begin noticing issues earlier. As a result, they can address problems before the damage grows.

Meaningful change rarely comes from one dramatic promise.

Instead, it comes from repeated choices.

Yom Kippur Leadership Lessons About Making Things Right

Leadership failure does not involve only making the wrong decision.

It also includes refusing to acknowledge the decision, minimizing its impact, protecting reputation over people, or repeating the behavior after promising to change.

Yom Kippur reminds us that accountability involves confession, responsibility, repair, restraint, and meaningful change.

Again, leaders should respect the sacred nature of the observance.

However, the moral questions connected with accountability still challenge anyone who holds authority.

The goal is not to appear faultless.

No honest leader can meet that standard.

Instead, leaders should respond to failure without hiding, blaming, or performing accountability for an audience.

Strong leaders tell the truth about what happened.

Then, they repair what they can.

They also accept the consequences they cannot erase.

Most importantly, when the same test returns, they choose differently.

These Yom Kippur leadership lessons show why making things right requires more than words.

An apology may begin the process. However, changed behavior proves it.

The final leadership question is uncomfortable but necessary:

What would you need to correct if protecting your reputation were no longer the priority?

Organizations seeking to strengthen leadership, accountability, communication, and workplace culture can explore Mitch Levinson’s leadership insights and strategic consulting services.

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