Gen Z is not disengaged because they are lazy. They are navigating a flooded job market, economic instability, and workplaces that treat them like numbers instead of people. The fix is simpler than most leaders expect: get to know your team one on one, build real human connection, and make people feel seen from day one. This episode is essential for any owner or leader who keeps asking why their best hires do not stick around.
This episode is part of the Retention & Why Top Performers Leave series. Browse all episodes →
Mic drop moments
“Each of these situations has a wildly different path that you would take to adjust things, and that’s why we have to ask specifically like, well, how does that show up for you?”
“…if we make assumptions about what we think it is, we’re often totally wrong.”
“…if someone’s not a fit, they’re not gonna be happy. They’re not gonna bring their best to the team, and it’s ultimately gonna cost you time and energy and money as a business.”
“…a lot of times we see it was the lack of clarity that created some of that disengagement.”
Episode highlights
The two paths every leader faces with a frustrated team member
When someone on your team is clearly unhappy and the conversation keeps coming up, sitting with the discomfort is not a strategy. Lia frames it as a simple fork in the road: Option One is working to improve the current situation, and Option Two is helping that person find their next role. Most of the time you start with Option One and only move to Option Two after you have genuinely exhausted it.
Why you have to diagnose before you problem-solve
The biggest mistake leaders make is assuming they already know what is wrong. Lia is direct: if you skip diagnosis and jump straight to solutions, you are almost always off target. A team member who says they feel “stuck” could mean three completely different things:
– A conflict with a specific colleague – A skill or confidence gap (they feel like they are never getting things right) – A fundamental mismatch between their passion and the actual work
Each of those requires a different response entirely. The way you surface the real issue is through open-ended coaching questions: “What does that look like for you? How does that show up day to day?” Letting someone actually answer those questions, without jumping in with fixes, signals that you are genuinely open to hearing the truth.
Option One: making the current role work
If the diagnosis points to something fixable, the path forward is clear. A conflict with a colleague opens the door to conflict resolution. A skill gap points toward a mentor, a coach, or targeted professional development. A confidence issue can be addressed with structured feedback and clearer signals of what success looks like. The coaching conversation you already had to diagnose the problem is itself part of the fix because it moves a frustrated employee into someone who feels heard and knows you are actually trying.
Option Two: supporting the exit with no hard feelings
If someone says their heart is not in it or the role is genuinely not a fit, Lia is clear that trying to push them back into Option One past a reasonable point will cost you more than it saves. On a five-person team, one disengaged person represents 20 percent of the company’s output and energy. The right move is to say “I support you, let’s find that next thing” and then move quickly. Once someone has said they are done, they are mentally in senior-year-of-high-school mode, and even top performers show a performance dip after that conversation.
Setting a clear off-ramp timeline
If you genuinely need someone for a busy stretch, mutually agreeing on a transition window (four weeks, two months, whatever makes sense) gives both sides a finish line. The key word is mutual. Pay attention to their body language and whether they are actually on board, not just saying yes to be polite. A clear end date keeps engagement higher during the overlap period and lets you start hiring without waiting for things to fall apart on their own.
The thing to look inward about before you have this conversation
Before assuming an employee is simply a bad fit, Lia adds one check for the leader: have you actually made it clear what success looks like, how decisions get made, and what a career path on your team looks like? A lack of clarity is often the real source of frustration, and it is something you can fix. Lia ties this directly to the work she does through the Ops Playbook, where she sits down with a business owner to map out expectations, priorities, and career growth so that disengagement driven by confusion never has to happen in the first place.
Related episodes in this cluster
- Ep 236: What to do when an employee tells you they’re thinking of leaving. When a team member gives you advance notice they may leave, the worst move is writing them off. Lia walks through The Sit Down, a re-engagement conversation that keeps great people invested longer, and explains how to handle the raise or promotion ask that sometimes comes with it. This episode is for any owner, founder, or team lead who wants to stop being blindsided by departures.
- Ep 207: The simple action that keeps your best people from leaving. Retention is not built by perks or promises. It is built by showing up the same way on your worst day as you do on your best. Lia walks through why consistency in your leadership values is the single biggest lever you have over whether your top people stay or go.
- Ep 203: Why top performers leave and the career conversation that keeps them. Top performers leave because they cannot see a future on your team, not because the job was bad. The fix is a regular career conversation, separate from performance reviews, where you ask about bigger-picture goals and then follow up with real opportunities. This episode is most useful for founders, owners, and team leads who want to stop losing good people before the resignation letter arrives.
- Ep 195: What Gen Z actually wants at work (and how to make them want to stay). Gen Z is not disengaged because they are lazy. They are navigating a flooded job market, economic instability, and workplaces that treat them like numbers instead of people. The fix is simpler than most leaders expect: get to know your team one on one, build real human connection, and make people feel seen from day one. This episode is essential for any owner or leader who keeps asking why their best hires do not stick around.
Want to go deeper?
The Unstoppable Team. How to build a team that runs without you in the room.
Full transcript (click to expand)
Each of these situations has a wildly different path that you would take to adjust things, and that’s why we have to ask specifically like, well, how does that show up for you? Because if we make assumptions about what we think it is, We’re often totally wrong. Welcome to the Managing Made Simple podcast, where I bring a decade of experience working in some of the most influential companies in tech to help you navigate the ins and outs of being a people manager from conflicts to feedback, to delegating and more.
We will leave no stone unturned when it comes to what makes us love managing, kind of hate it and everything in between. Doesn’t matter if you’re a new manager looking for some tips or a seasoned manager looking up their game. Everyone is welcome to hang out with Managing Made Simple. Let’s go. Let’s go. Let’s go. Let’s go. Welcome back to the show and it’s Sunday. So we are back with another edition of Sunday Scaries. Today’s topic is what to do when you have a team member who is really unhappy in their role.
You’ve talked about it. They’ve brought it up a few times. They’re feeling really stuck and frustrated. And yeah, this will set up some, some, some Sunday scaries when it feels like, ugh, here we go again. I gotta have this conversation. I gotta figure out what this person wants to do. And when this kind of thing is giving you Sunday scaries, I think it’s an opportunity to actually have a level setting conversation with this team member. I kind of see it as two different paths we could go with this team member.
When you have a team member who is really unhappy, there’s option one, which is helping them figure out what they need to do to make this role that they’re in better. So maybe it’s kind of shifting around some of the work, getting them a little bit of support and coaching, getting them, if they feel like there’s a skill gap, maybe there’s some professional development or option two is to help them figure out what’s their path to the next thing.
And this is something that I think can be really scary for us as managers. It can be overwhelming to think about, well, I don’t wanna help this person find their next job. I need them here. But if they’re really unhappy, they’re not giving their all, there’s gonna be a lot of kinda lost productivity. Oftentimes it can start to drag down the team. So the best option is to help that person find their next thing. So let’s talk about what Option One looks like helping to improve the current situation while using the coaching skills.
The things that we’ve talked a lot about on this, on this podcast. Figuring out what actually is wrong, but without problem solving, without jumping in like, Hey, I think this would be a good thing to do. Actually stopping listening and letting that person share what actually is going on. Let’s say you, you went to your team member and you said, Hey, I’ve been sensing you’re not that happy in the role. Maybe they’ve said that to you.
They’ve said, yeah, I feel like, you know, I wanna be doing more to use our coaching skills, our open-ended questions. And to say, okay, I hear you saying you’re feeling stalker, frustrated. What does that feel like to you? How does that show up? I wanna make sure I understand it. And just by saying it in this way, you are showing you’re really, you’re open to hearing more, you’re open to learning more. And I think that actually already starts that conversation in a very different place than, well, this is your job.
Uh, suck it up, deal with it. Because that’s, I think what someone might be worried that their manager’s gonna say. So if you approach this option one where you’re trying to make the situation better, and frankly, we usually start with option one, and we only go to option two about helping them find the next thing when we’ve fully exhausted option one. But let’s say we were, we say, Hey, you know, what does it look like to be frustrated?
And that team member says, well, I, you know, I really don’t get along with Sarah where we’re having this situation every single day, versus if that team member says, I feel like this is just, it’s not a fit. You know, I’m working on sales and my passion really is design, and it just doesn’t, it doesn’t go together. So I think it’s actually, it’s, it’s the role itself. Or they say, Ugh, I wanted to be in this company so bad.
I believe in the mission. I believe in what we’re doing, and I just feel like I’m not good enough. I don’t feel like I’m ever getting things right. You see, each of these situations has a wildly different path that you would take to adjust things. And that’s why we have to ask specifically, like, well, well, how does that show up for you? Because if we make assumptions about what we think it is, we’re often totally wrong, right?
Like that’s, we think what, what we, what we mean when we say frustrated, we think what we mean, how when we feel stuck, why that would be, and we’re missing the point. So if the person’s having an issue with a colleague, that’s one path to having sort of resolution through that if there’s a skill gap, right? And the third thing I said where they feel like they’re not, not good enough, they’re not getting it. Then you can find them a mentor or a coach, or help them develop some skills.
Or if it’s that second one where they’re saying, my heart’s not in it, I really don’t like what I’m doing. That’s where you go into the option two. We don’t know if it’s not time to help them find another role if we haven’t first diagnosed it. You know, if we know what, what the gap is and what’s causing that frustration, now we can work through it. Now we’ve taken a frustrated employee to someone that’s actually telling us what they need, and now we can work through it there, right?
We can help resolve that conflict, get them the, the training, the skills, whatever it is. Now, let’s say we go to option two. The person says, you know what? My heart’s not in it, or I, I just, this isn’t, this doesn’t feel like a fit. We don’t have to try to push them back into option one. We’re like, no, no, I’ll try to make it better. I think it’s important to do that for a little bit of time as a manager to say, Hey, I see a lot of potential in you.
I know there’s a lot we can still do here. That’s awesome to try. But I think after a certain amount of time, it’s really important to recognize if someone’s not a fit, they’re not gonna be happy. They’re not gonna bring their best to the team, and it’s ultimately gonna cost you time and energy and money as a business. It’s especially true if you have a small team that when someone’s really not into it, every single person represents maybe like 20% of the whole company.
If you have five people and one person’s not into it, this is a huge, huge weight on the company that’s being taken down. We wanna make sure that we are helping that person find their next thing. See that? Okay. We’re totally no hard feelings. I’m support you. Let’s find that. And then I think it makes sense to kind of make that transition pretty quickly because when someone says they’re kind of out, they’re likely mentally checked out and once they’ve had that conversation with you, they know that, you know that they’re kind of done.
They’re pretty much finished. Okay. In their mind, they’re like basically end of senior year in high school, like checked out even our star, star 10 X employees when they’ve kind of said, I think I’m ready to go. I do feel like you see a performance dip and it’s not, you know, it’s nobody’s fault, but they’ve literally said, I’m done with this. So it’s important to figure out what’s that transition plan pretty quickly. And again, this is not saying how dare you, you’re not loyal saying, okay, cool, I support you.
Let’s find that next thing. And even if you say, Hey, I, I really, you know, can you help me through the busy season, the next three months? Setting a timeframe for that exit plan that also can help you kind of keep, keep that momentum high and that engagement up even while someone is figuring out their next thing. So I think that’s another thing that can work too, is saying, Hey, if I really need this person for, you know, four weeks or, or two months or whatever, mutually agreeing with that, really kind of tuning into what is that person saying?
What’s their body language? Are they saying, yeah, like, that’s totally fine, or I want to be doing this transition, whatever it is. Setting that up and having a clear finish line so that both you can move on and start hiring and that person knows like you have this mutual agreement. Those are my tips for how you handle this. Sunday scares around, I have this employee that’s frustrated. They don’t wanna be here. I don’t know what to do about it.
We do these two options. Option one is figure out, is there something that can be fixed here? And we gotta diagnose that by using our coaching questions of what does that look like to you? How is that showing up for you? What’s that feeling like? So we really understand where the frustration is and if it’s something that’s fixable and if it’s not, then talking about how you can support them through that exit plan. Is there anything that they need from you to find that next role?
Any way you can support them? And then figuring out what is that off-ramp timeline, and just rolling with it. And one thing to add before we wrap is all of this is tied in that framing of you’ve already set expectations. People understand what the role is, what success looks like, how they grow and advance in the team. Because sometimes actually why someone’s frustrating is because they actually don’t know how to be successful. So they don’t know if they have a career path.
This is why I talk about this in the Ops Playbook program, where I sit down with a business owner and we map out really clearly, you know, how do we set expectations? How do we set priorities and communicate changes and priorities? How are decisions made? What does career growth look like? What does success look like? Because if we haven’t started with that, oftentimes we see that’s actually what people are frustrated about and that’s why they wanna leave as a reminder to you to look inward as well as you’re having these conversations think, Hmm, have I made it really clear here how to be successful?
Am I creating a sense of a moving target? Because that can cause some of this frustration, and that’s also something that can be fixed. You might be have an employee that’s in that option too. Like, no, I’m outta here. And actually by fine tuning and, and outlining a couple of these simple processes, you can reengage your employees overall. That’s why I do that with companies, because a lot of times we see it was the lack of clarity that created some of that disengagement.
That created some of that feeling like, well, I don’t see what the point of this is, so I’m outta here and making that shift that reengages someone altogether. If you wanna learn more about the ops playbook and how to bring that kind of clarity to your company, send me a message at [email protected] and let’s dive in. See you next time. That’s all I have for today. Thank you so much for tuning in to the Managing Made Simple podcast where my goal is to demystify the job of people management so that together we can make the workplace somewhere everyone can thrive.
I always love to hear from you, so please reach out at liagarvin.com or message me on LinkedIn. See you next time.
Questions this episode answers
What should I do when an employee keeps saying they're unhappy in their role?
Start by asking open-ended questions instead of jumping to solutions. Ask things like, 'What does that frustration feel like for you? How is it showing up?' You need to actually diagnose what's wrong before you can fix it. An unhappy employee might be clashing with a coworker, feel like the role is the wrong fit entirely, or feel like they're not good enough. Each of those has a completely different solution, and if you assume you already know the cause, you'll almost always get it wrong.
How do I know if I should try to fix things for a struggling employee or help them move on?
Start with option one: work to improve the current situation. That might mean resolving a conflict, closing a skill gap with coaching or training, or getting them professional development. Only move to option two, helping them find their next role, after you've genuinely exhausted option one. If the employee says their heart isn't in it or the role just isn't a fit, that's your signal to stop pushing and start supporting their exit. On a small team especially, one disengaged person can drag down the whole group, so helping them move on is the right call for everyone.
How do I handle an employee leaving without it feeling like a betrayal?
Frame the whole conversation around support, not loyalty. If someone says they're ready to move on, your response should be, 'No hard feelings, I support you, let's find that next thing.' Then work together on a transition timeline. If you need them for a busy season or a few more weeks, have that honest conversation and set a clear finish line. A mutual agreement on the off-ramp keeps engagement higher during the transition and lets you start hiring without anyone feeling blindsided or resentful.
Could unclear expectations be why my employee is unhappy and wants to leave?
Yes, and this is worth looking inward about before assuming the problem is the employee. If a team member doesn't know what success looks like, how decisions are made, or what their career path is, they're going to feel frustrated and disengaged. That lack of clarity can feel like a moving target, and it's a common reason people think they want out. Sometimes simply getting clear on expectations, priorities, and growth paths is enough to reengage someone who looked like they were heading for the door.
What happens to performance when an employee has told you they want to leave?
Once someone has told you they're done, expect a performance dip even from your strongest people. It's not anyone's fault. They've mentally checked out, and they know you know it too. That's why it's important to move quickly on a transition plan once someone has signaled they're leaving. Setting a clear timeline and a defined finish line helps maintain momentum and keeps both sides moving forward, rather than letting things drag in a limbo that drains everyone.