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Your Best Employee Is One Bad Week Away From Quitting

Jared Hancock, CEO
by Jared Hancock, CEO
1/15/26 9:00 AM

I often hear from senior living leaders who are stuck in a difficult position: they are fiercely protective of their staff, but they feel powerless against the administrative weight their teams carry. I remember one leader telling me how much he wanted to support his long-term office manager. He said, "Any sort of headache relief that I can give to my people, I’m in for."

He knew that every minute spent on the "paperwork" side of intake was a minute stolen from what actually matters.

 

The Pattern I Keep Seeing

It's not about efficiency metrics or cost savings. It's about people. It seems like everybody in this industry is desperate to reduce turnover. 

Leaders who witness their best Move-in Coordinator juggle five move-ins while covering for a colleague who's out sick, knowing full well that if she leaves, everything falls apart.

Regional Directors who can name the exact person at each building who "just handles things" — and who worry constantly about what happens when that person burns out or gets a better offer elsewhere.

 

Why Your Best People Are Thinking About Leaving

Here's what's happening beneath the surface:

Your star employee — the one who knows the answer to every question, who can handle difficult families, who makes move-ins look easy — is good at their job precisely because they've learned to work around a broken system.

They remember which signatures everyone misses. They've built their own checklist because the one they were trained on doesn't work anymore. They know to follow up multiple times. They've figured out the exact sequence to get paperwork from sales to medical to billing without anything disappearing.

They're not succeeding because of your system. They're succeeding despite it. 

This takes a toll because every workaround requires mental energy. Every backup process they've invented lives only in their head. Every "I'll just handle it" moment adds to a burden that never gets lighter.

 

Let's talk about what happens when that person leaves.

  • Move-ins slow down during the transition
  • Institutional knowledge walks out the door
  • Remaining staff picks up the slack (accelerating their burnout)
  • Mistakes increase during the learning curve
  • Families notice the difference in experience

 

The Warning Signs You Might Be Missing

Here's how you know someone is close to breaking:

They stop suggesting improvements. When good employees stop saying "what if we tried..." it means they've given up on the system getting better.

They start saying "I'll just do it myself." This sounds like dedication. It's actually isolation. They've stopped trusting that asking for help will actually help.

They use the phrase "it's fine." It's not fine. It's them deciding that fighting for something better takes more energy than just accepting something broken.

They're always "a little behind." Not because they're slow — because the volume is genuinely unsustainable, but they keep trying to sustain it anyway.

They take pride in the workarounds. "I have a system" or "I know how to make it work" means they've built personal infrastructure around systemic failure.

These aren't signs of a bad employee. These are signs of a good employee reaching the end of what they can compensate for.

 

Here's What Changes When You Fix the System

Yes, we’re a senior living software company. I'm not going to pretend that better software solves every workplace problem. It doesn't.

Culture matters. Leadership matters. Compensation matters.

But I will tell you what I've seen happen when operators invest in tools that actually reduce workload instead of just digitizing it:

People remember why they took the job in the first place.

The leader who wanted "headache relief" for his team? After implementing Senior Sign, his office manager spent less time chasing paperwork and more time supporting families through one of the hardest transitions of their lives. That's what she was good at. That's what she wanted to do.

The move-in coordinator who was juggling five move-ins while covering for colleagues? She's still busy — but she's not drowning. Because the system is doing the remembering and tracking and following up, instead of her having to hold it all in her head.

 

The Conversation You Should Have Today

Here's what I'd encourage you to do this week:

Talk to your best employee — the one who makes everything work, the one you can't afford to lose — and ask them:

"What's the most frustrating part of your job right now?"

Then listen. Really listen. Not for problems you can solve with training or procedures. Listen for the things they've accepted as unchangeable that actually aren't.

If you hear things like:

  • "I just spend so much time on..."
  • "If only we could..."
  • "It would be so much easier if..."
  • "I don't mind, but..."

Those are signals. Those are the gaps between the job they want to do and the job your system forces them to do.

And those gaps? They're often fixable!


Senior Sign helps senior living operators reduce administrative burden, eliminate repetitive work, and give their teams the tools they deserve. Learn more by booking a demo!