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How to Handle a Team Member Struggling Personally (Without Letting Things Slide)

How to Handle a Team Member Struggling Personally (Without Letting Things Slide)

Let’s talk about one of the trickiest leadership moments as an agency founder:

👉 When a great team member starts slipping, but it’s because they’re going through something hard in their personal life.

You want to be supportive, but you also need to protect the business, the clients, and the rest of the team.

So, how do you handle it with care and clarity?

Here’s a simple framework I share with agency founders when this comes up (because it does, more often than you’d think):

How To Address A Team Member Struggling Personally (without letting things slide)

Meet Live

Meet with them in person or via Live Video (and don’t send an email or a text). For a sensitive issue like this, it is difficult to judge the tone of an email or text.

Start with Appreciation
“I want to start by saying how much I’ve appreciated your work on [project/client]. You’ve done a great job in the past, and that hasn’t gone unnoticed.”

Address the Change Directly
“That said, here’s what I’ve been seeing recently: [describe the specific slip—missed deadlines, unresponsiveness, etc.]. And it’s starting to cause [client issues, team tension, etc.].”

Acknowledge Their Personal Situation
“I know you’re going through [personal challenge], and I can only imagine how hard that’s been. I really want to support you as best I can.”

Collaborate on a Plan
“How can we get things back on track together? Let’s create a simple plan to support you and the team moving forward.”

Be Clear on Consequences
“Just to be upfront, if the issues continue, here’s what will need to happen: [name the consequence—adjusted role, reduced hours, probation, etc.].”

Pro Tip: Always follow up with an email summary of the conversation and the agreed-upon plan. That way, you’re aligned and have documentation in case it’s ever needed for HR reasons.

Remember, you don’t need to choose between being kind and leading strong. You can do both—with clarity, compassion, and a clear next step.