When “We’re Fine” Becomes the Culture’s First Red Flag
- Jessica Bensch
- Jul 31
- 3 min read
You’ve heard it in meetings:
“We’re fine.” “Everything’s on track.” “Other teams have bigger issues.”
It sounds responsible. Maybe even mature.
But here’s the problem: that phrase is usually a cover.
And when leaders default to “we’re fine,” they’re not stabilizing the team. They’re stalling it.
The Leader Who Needed to Look Unshakable
Mark ran a product team of thirty. Smart people. Big expectations. Tense deadlines.
But whenever tension rose, Mark had one move:
Put a smile on it.
Deflect the issue.
Shift focus to something positive.
He opened all-hands meetings with “We’re in a good place.”
He ended retrospectives with “Let’s focus on what’s working.”
And when someone raised risk, he answered with “Others have it worse.”
He wasn’t trying to deceive. He thought he was keeping morale up.
Instead, he built a culture where hard truth felt unwelcome.
Engineers stopped flagging problems early.
Designers skipped feedback loops.
Product managers shared concerns only behind closed doors.
Twelve months later? Launch failure, high attrition, and zero psychological safety.
The mask didn’t protect the team. It prevented it from moving.
What “We’re Fine” Really Signals
Leaders fall into this trap for a reason:
Fear of appearing unprepared
Comfort in surface-level comparison
Belief that optimism equals strength
Avoidance of conflict they feel unequipped to manage
But here’s the truth: polished updates don’t build trust. Honest signals do.
If no one is naming the problems, the real issue is no one feels safe to name them.
Signs You’re Caught in False Calm
Your meetings are short but hollow.
Feedback sounds polite, not specific.
Tension surfaces only after escalation.
You compare to weaker teams to feel better.
You feel validated when no one pushes back.
If this sounds familiar, you’re not holding things together. You’re holding people back.
How to Lead Without the Mask
1. Start With What’s Friction, Not What’s Fine
Open your meetings by asking, “What’s not working?” Let that question normalize tension.
2. Share One Mistake - Publicly
Stop performing strength. Model truth. Say, “Here’s what I missed last quarter and what I learned from it.”
3. End the Comparison Game
You don’t get stronger by benchmarking against dysfunction. Ask: “Are we operating at our best, or just better than the worst?”
4. Build Real Feedback Loops
Anonymous forms, live Q&A, weekly check-ins - use them all. But the key: reflect back what you’re hearing, then act on it. Quickly.
5. Teach That Bad News Is Valuable
Say it often: “Early risk is a leadership gift.” Then reward it when it shows up.
For Those Watching It Happen
You may not be the one wearing the mask. But you see it. So the question becomes - do you say something?
Skip the drama. Lead with data.
Make honesty sound like loyalty.
Pair insight with solutions.
Sometimes it takes a peer’s courage to unfreeze a leader stuck in self-protection.
For Senior Leaders Reading This
Ask yourself:
Who tells me when something’s not working?
When was the last time I heard unfiltered truth?
Where are we over-indexing on “everything’s fine”?
If the answers make you pause - that’s your signal. The gaps you can’t see are the ones doing the damage.
Bottom Line
Saying “we’re fine” feels safe.
But safety built on silence is a slow collapse in disguise.
Strong leadership holds tension without suppressing it. Strong teams speak before the crisis - not after it.
You don’t need perfect answers. You need the guts to stop pretending.
Drop the mask.
Your team isn’t asking you to have it all together. They’re asking if it’s finally safe to tell the truth.
Make it safe. And they’ll help you lead what’s real.




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