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What to Do When an Employee Isn't Meeting Expectations

By Jon Kludt · 7 min read

What to Do When an Employee Isn't Meeting Expectations

You’ve noticed it for a while now. The work keeps coming back short. Deadlines slip. You find yourself quietly redoing things, or checking work you shouldn’t have to check. And every time you think, I need to talk to them about this, something in you flinches — because you’re not sure how to say it without either sounding harsh or letting it slide again.

That’s the real frustration. It isn’t that the person is failing. It’s that you’re stuck holding a problem you don’t know how to hand back to them cleanly. So it drags. And the longer it drags, the bigger and more personal it feels for both of you.

Here’s the reassuring part: when an employee isn’t meeting expectations, the fix is almost never a dramatic confrontation. It’s a clear, calm, well-structured conversation — and then a second one. The skill you’re missing isn’t courage. It’s structure.

Why This Usually Fails

Most managers handle underperformance in one of two broken ways.

The first is the pile-up. You say nothing for weeks, telling yourself it’ll get better on its own. It doesn’t. Then one bad day it all comes out at once — every example you’ve been saving up, delivered with more heat than you meant. The employee hears an ambush, not feedback. They get defensive, you get frustrated, and nothing actually changes.

The second is the vague nudge. You say something soft in passing — “Hey, let’s try to tighten things up” — and hope they read your mind. They don’t. They walk away thinking everything’s basically fine. Then you’re annoyed a week later that nothing shifted, even though you never actually told them what “meeting expectations” looks like.

Both fail for the same reason: the employee never got a clear, unarguable picture of the gap, and never made a real commitment to close it. Structure fixes both.

A Few Principles First

  • Address the gap early, while it’s small. A quiet correction this week beats a formal warning next quarter.
  • Separate the person from the problem. They are not “a bad employee.” There is a specific behavior that isn’t landing. Keep it that narrow.
  • Be specific or stay quiet. “You’re careless” is an insult. “Three of the last five invoices had the wrong totals” is a fact you can both work on.
  • Aim for their commitment, not your speech. The goal isn’t to make your case. It’s to get them to own the change.

A Framework for Handling Underperformance: COACH

When an employee isn’t meeting expectations, don’t wing it. Run the conversation through five steps. Each one has a job, and skipping any of them is where these talks fall apart.

C — Come Prepared

Before you say a word, get clear on the one gap you’re addressing. Not five things — one. Trying to fix everything at once guarantees you fix nothing.

Then gather specifics. Dates, examples, and the concrete impact. Prep turns a mood into a fact. “The client report went out Tuesday with last month’s numbers, and we had to send a correction the next morning” is something you can work on together. “You’re just not detail-oriented” is a character attack that invites a fight.

Also decide what “meeting expectations” actually looks like — in plain, observable terms. If you can’t describe the target concretely, you can’t fairly hold anyone to it.

O — Open

The first thirty seconds decide everything. If the employee feels attacked, their defenses go up and the real conversation never happens. Your job is to lower the threat before the hard part arrives.

Name your intent out loud. “I want to talk through the reporting work, because I think you’re capable of more than what’s been coming through, and I want to help close that gap.” You’re signaling this is about improvement, not punishment. Make it safe before it’s true — the calmer the opening, the more honest the middle.

A — Ask

This is the step most managers skip, and it’s the one that does the most work. Instead of delivering a verdict, get curious. Lay out what you’ve observed, then hand them the floor.

“From my seat, the last few reports have gone out with errors we’ve had to fix after the fact. What’s that looked like from your side?”

Then stop talking. Often the employee names the real problem before you do — they’re drowning in another project, they never got trained on the new template, the process changed and no one told them. You can’t fix a gap you’ve diagnosed wrong. Asking first tells you whether you’re looking at a skills problem or a will problem, and those need very different responses (more on that below).

C — Confirm

Curiosity is where solutions come from. Confirmation is where they become real. Once you’ve talked it through, name the change out loud and get explicit agreement — don’t let the conversation end in a warm, vague fog.

“So going forward, every report gets checked against the source numbers before it goes out, and if the timeline’s too tight to do that, you’ll flag it to me the day before. Are we agreed on that?”

Wait for a real yes. If they hesitate, that’s not a problem — that’s useful information. Better to surface the hesitation now than discover it when nothing’s changed in two weeks.

H — Hardwire

A conversation with no follow-up is a conversation that didn’t happen. This is the step that separates managers who actually improve their people from managers who have the same talk over and over.

Lock in one small, specific commitment and a time to revisit it. “Let’s check in Friday and look at this week’s reports together.” Put it on the calendar before they leave the room. The follow-up isn’t nagging — it’s what tells the employee this matters and that you noticed the effort. Change sticks when someone knows it’s going to be looked at again.

If you want the exact language for each of these steps, the COACH Kit is a one-time $99 toolkit that gives you word-for-word scripts, question banks, and one-page guides for every step of the conversation — so you’re not inventing the opening line the moment your palms start sweating.

Skills Gap or Will Gap? Tell Them Apart First

Before you decide how to respond, figure out which problem you actually have. They look similar from the outside and need opposite fixes.

A skills gap means they want to do it well but don’t yet know how. Signs: they’re trying, they’re frustrated by their own mistakes, they ask questions, the errors cluster around something new. The fix is support — training, a clearer example, closer check-ins, more time. Punishing a skills gap just makes a willing person anxious and worse.

A will gap means they can do it but aren’t. Signs: the quality is inconsistent, they can clearly do it when it suits them, and they get defensive or dismissive rather than concerned. The fix here isn’t more training — it’s a direct conversation about ownership, expectations, and consequences.

The “A — Ask” step is how you tell them apart. Listen for whether you’re hearing “I didn’t know how” or “I didn’t think it mattered.” Those two sentences lead down completely different roads.

When It’s Time for a Formal Plan

Most gaps close with a good conversation and steady follow-up. But not all of them. If you’ve run this loop a few times — real commitments, real check-ins — and the work still isn’t landing, it’s time to make things more formal.

That means a written performance plan: specific goals, a clear timeline, defined check-in dates, and an honest statement of what happens if things don’t improve. This isn’t a betrayal of the coaching approach — it is the coaching approach, just written down and raised in stakes. Loop your HR partner in, keep the tone the same (supportive, clear, unflinching), and keep documenting. Fairness to the employee and protection for you both come from the same thing: a clear record that you named the gap early, offered help, and gave them a genuine chance to close it.

Start With One Conversation

You don’t have to solve everything today. You just have to have one clear, calm conversation — and then follow up on it. Come prepared, open safely, ask before you conclude, confirm the change out loud, and hardwire a time to check back in. That’s the whole method, and it works whether the gap is a missed deadline or a months-long pattern.

The COACH Kit hands you the entire playbook: word-for-word scripts, question banks, and one-page guides for each step, so you can walk into the room knowing exactly what to say. It’s a one-time $99 toolkit — no subscription — built for managers who’d rather fix the gap than dread the meeting.

Get the COACH Kit →

Related: How to Coach an Underperforming Employee and How to Give Employee Feedback That Sticks.

Turn this into a habit your whole team feels.

The COACH Kit gives you the full system — masterclass, scripts, and the one-page form — for $99.

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