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How to lead well when your personal life is falling apart

How to lead well when your personal life is falling apart

June 27, 2026

The job does not care that your marriage is collapsing, that your kid is in crisis, that someone you love is sick, or that you barely slept. The calendar still loads at 7 a.m. The team still needs decisions. The customer still expects the work. Leadership does not pause for personal pain, and pretending it does is how leaders fall apart in public.

TL;DR: I have led teams through stretches when my personal life was in pieces. Compartmentalization buys you a week, not a year. The real moves are getting ruthless about what work actually requires of you, getting honest with yourself about what you can carry, and asking for help before you think you need it. Performance is sustainable. Pretending is not.

The myth of leaving it at the door

Every leadership book tells you to compartmentalize. Box it up. Be present at work, be present at home, switch modes cleanly.

That advice works for a small problem. A bad week. A short stressor with an end date.

It does not work when the personal crisis has no clear shape or end. Divorce. A parent dying. A child struggling. A diagnosis. The kind of thing that sits on your chest for months and changes who you are while it does it.

I have tried to box it. I have walked into the office with a clean shirt and a steady voice while my insides were on fire. You can do that for a stretch. Maybe two weeks. After that the box leaks. Your patience gets short. Your judgment gets foggy. You start making small calls that are worse than your usual baseline and you do not even notice.

Compartmentalization is a short-term tool. It is not a strategy. Treating it like one is how good leaders end up making bad decisions and then wondering why.

Cut your job down to what actually matters

When your personal life is in pieces, the worst thing you can do at work is try to keep performing at 100 percent across the board. You will fail at it, and you will burn the rest of your capacity trying.

Instead, get ruthless about what your job actually is this week.

For me as a Division President, the real list on a hard week looks like this:

  • Decisions that only I can make.
  • Conversations that protect or unblock my team.
  • The two or three customer or partner relationships that move the most weight.
  • Anything safety-related.

That is it. Everything else gets pushed, delegated, or killed.

I am not talking about doing less because you are weak. I am talking about doing less of the wrong things so the right things still get your full attention. A good leader on a normal week handles 40 inputs. A good leader on a brutal week handles the eight that actually matter and lets the rest wait until next week. Nobody dies. Nothing burns down. The lights stay on.

If you cannot tell which eight matter, that is a real problem and it predates the crisis. The crisis just exposed it.

Be honest with yourself before you are honest with anyone else

The hardest part of leading through a personal crisis is not telling your team. It is telling yourself.

Most executives I know are conditioned to override discomfort. We are good at pushing through. That instinct is an asset when the issue is a tough quarter. It is a liability when the issue is grief, or a marriage ending, or a kid in trouble.

You have to stop and actually answer some questions:

  • What is my real capacity right now? Not what I wish it was.
  • What am I avoiding because it takes emotional energy I do not have?
  • What decisions am I putting off that are starting to rot?
  • Where am I being short with people who do not deserve it?

You answer those honestly, and you have a map. You answer them dishonestly, and you keep flying into the side of the mountain.

I lost my mother when I was 22 months old. She died by firearm suicide. I did not grow up with her, but I have spent a lot of my adult life carrying the weight of that, especially as a parent and as someone who speaks publicly about gun violence prevention. Some weeks that weight is heavier than others. Pretending it is not heavy does not make it lighter. It just makes me worse at my job and worse at being a father.

Honesty with yourself is not a feeling. It is a calibration tool. You cannot allocate energy you have not measured.

What to tell your team, and what to keep private

This is the question I get asked most. Should you tell your team or your manager that something is going on at home?

My answer is yes, with limits. You do not owe anyone the details. You do owe them enough context to do their job around you.

What I have said, in some version, more than once:

“I am dealing with something personal right now. It is not going to change what we are trying to do as a team. It might mean I am a little less available on certain days. If I seem off, it is not you. I will tell you what I need as I figure it out.”

That is it. No diagnosis, no drama, no oversharing.

What that one paragraph does is huge. It removes ambiguity. People stop wondering if they did something wrong. It gives them permission to flag things they would normally bring to you. It makes you a human being instead of a slightly distant boss, and it does it without turning the office into your therapist.

With your direct manager or your board, you can go a little deeper. They need to know enough to back you up if a call gets harder than expected. They do not need a play-by-play.

One rule. Never tell your team mid-meltdown. Wait until you have a sentence you can say without your voice breaking. If you cannot get there in the moment, take a day. Then do it.

Stop your personal life from hijacking your decisions

Personal pain warps your judgment in specific, predictable ways. If you know the patterns, you can catch yourself.

The three I watch for in myself:

Avoidance dressed up as patience. You put off a hard conversation with an underperformer because you do not have the emotional bandwidth to have it. You tell yourself you are being thoughtful. You are not. You are stalling, and the team can feel it.

Snap decisions to feel control. When your personal life feels out of control, it is tempting to make sharp, decisive calls at work just to feel powerful again. That is when you fire too fast, sign the wrong deal, or pick a fight with a peer who did not earn it.

Projecting your stress onto the team. You walk into a Monday meeting carrying something heavy, and suddenly every minor issue feels like a five-alarm fire. People start matching your tone. The whole room gets tighter. Nothing is actually worse than it was Friday.

The fix for all three is the same. Slow down on consequential decisions. Wait 24 hours when you can. Run the call past one trusted person who knows you well enough to say, “that does not sound like you.”

You can also build a small set of rules in advance. Mine: no firing decisions on a bad personal day. No big customer calls before 10 a.m. on a sleep-deprived morning. No emails sent after 9 p.m. without a re-read in the morning. These are not weakness. They are guardrails.

What real self-care looks like for an executive in a hard season

The wellness industry will sell you a meditation app and a green juice. Useful, maybe. Not the point.

Real self-care for someone running a business while their personal life is in pieces is brutally practical.

Sleep. Not eight hours of perfect sleep. Just enough that you are not driving a car or chairing a meeting on five hours and caffeine. Sleep is the single biggest variable in whether you make a smart call or a dumb one.

One person you tell the truth to. Not your team. Not your direct reports. A spouse, a friend, a therapist, a sibling. Someone whose only job in the relationship is to hear what is actually happening. If you do not have that person, find one. Pay for one if you have to.

Movement. A walk counts. A workout counts. Sitting on a chair for 14 hours while your nervous system grinds itself down does not count.

Boundaries on consumption. No doomscrolling at 11 p.m. No reading the email that just came in while you are putting your kid to bed. No taking the laptop into the bedroom. The work will be there in the morning.

Asking for help earlier than feels comfortable. This is the one I am still learning. Most executives wait until they are at 95 percent capacity to ask for help. By then it is too late. The right time to ask is at 70 percent, when you still have room to actually integrate the help instead of crisis-managing around it.

Self-care is not soft. It is the maintenance that keeps you operational. You would not run a piece of $200,000 equipment without service intervals. Stop running yourself that way.

A short playbook for the next hard month

If you are reading this in the middle of one of these stretches, here is what to do this week.

  1. Write down the three to five things that actually have to happen at work this week. Everything else gets pushed.
  2. Tell your team one clean sentence. “Dealing with something personal, not changing what we are doing, may be less available on some days.” Nothing more.
  3. Tell your manager or board enough that they can cover for you if needed.
  4. Identify one person outside of work who gets the truth. Schedule a real conversation with them this week.
  5. Put two guardrails on your decisions. Pick the two that match your patterns. Stick to them.
  6. Protect sleep. Move every day, even for 15 minutes. Cut one source of late-night noise.
  7. Ask for help on one thing you would normally try to handle alone.

That is it. Seven moves. They take an hour to set up and they will save you from the worst version of yourself for the rest of the month.

Leading through a personal crisis is not about being stoic, and it is not about pretending you are fine. It is about staying functional, staying honest, and protecting the people who depend on you. That includes you.

If any of this lands and you want to talk, you can get in touch here.

Khary Penebaker

About Khary Penebaker

Khary Penebaker is Division President at MetalMaster-RoofMaster, the Upper Midwest division of Wolkow Braker Roofing Corp. He previously built Roofed Right America from startup to $35M+ in revenue with 180 employees (2014-2025) and founded Penebaker Enterprises, growing it from $1.5M to $15M. A gun violence prevention advocate and former Everytown for Gun Safety Fellow, Khary brings two decades of leadership in commercial roofing, architectural sheet metal, and civic engagement.

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Common questions

How do you maintain performance at work when you are going through something hard?

Cut your job down to what actually matters. Identify the three to five decisions or relationships only you can handle this week. Push, delegate, or kill the rest. Trying to perform at 100 percent across the board during a personal crisis is the fastest way to fail at everything.

Is it appropriate to tell your team or manager about a personal crisis?

Yes, with limits. Tell them enough context to work around you, never the details. One clean sentence works: dealing with something personal, not changing the mission, may be less available some days. Tell your manager or board a bit more so they can back you up on hard calls.

How do you avoid letting personal problems bleed into leadership decisions?

Slow down on consequential calls. Wait 24 hours when you can. Watch for three patterns in yourself: avoidance dressed as patience, snap decisions to feel control, and projecting stress onto the team. Set guardrails in advance, like no firing decisions on bad personal days.

What self-care actually looks like for executives under dual pressure?

Sleep, movement, one person outside work you tell the truth to, boundaries on late-night consumption, and asking for help at 70 percent capacity rather than 95 percent. Self-care is not soft. It is the maintenance that keeps you operational under real load.