Perhaps you've seen this pattern...
The team is good.
The team is also stretched.
People are leaving.
People are quietly checking out.
The hires are getting harder to find and harder to keep.
The leadership team is having the same hiring conversation it had six months ago, and the one before that.
If this is the moment your organization is in, I want to give you four strategies. None of them are gimmicks. All of them compound.
These are the levers that build a team that stays, grows, and actually performs. Not in theory. In practice.
I am going to start with the one most CEOs do not want to start with.
Pay your people well.
Not a living wage. A good wage. A wage that reflects the work you actually need them to do. A wage that lets them give you their full brain when they are at work, not the half of their brain that is doing math on whether they can afford rent this month.
When people are underpaid, three things happen. They burn out. They leave. And in the time they are still with you, they are not giving you their best work, because part of their attention is permanently allocated to thinking about another job, another offer, or how they are going to make ends meet.
I see a version of this often. Talented people taking on side jobs to fill the gap. They show up to your office already physically tired, because they were up doing other paid work.
You are not getting the person you hired. You are getting the leftovers.
You might be thinking, our budget does not allow for that.
That is a different conversation, and it is a real conversation worth having. The short version is that almost every company I work with has more pricing power, more revenue capacity, and more room in the model than the leadership team believes. When we underpay our team and say it is for budget reasons, the real issue is usually a cash flow problem and not a budget problem, because how you pay your team members is usually a revenue-generating or revenue-losing tactic.
You cannot build a team that stays if the people on it are doing the math every Friday about whether they can afford to.
CEOs love to talk about culture in the abstract. Mission.
Values. Posters on the wall.
The truth is, culture is not what you say it is. Culture is the felt experience of working at your company. And the single most reliable place where that felt experience gets built or destroyed is in your meetings.
Watch this play out in two versions of the same Monday morning meeting.
Version one: The CEO opens with announcements.
Information gets crammed down everyone's throats. A few of the loudest voices in the room raise the same three points they raised last week. Most people sit silent. The meeting ends. Half the team leaves muttering that this could have been an email. The other half is mentally drafting the eye-roll texts they will send to colleagues. The CEO has no idea what the team actually thinks about anything.
Version two: The meeting opens with thirty seconds of structured check-in. Personal high and personal low from the week. Or a work high and a work low. Just enough to acknowledge that the people in the room are whole humans before the agenda starts. The CEO listens. Then the meeting moves into the work that genuinely requires the group to think together. The conversation is sharper because the room is more present.
It's not soft.
It's not a wellness initiative.
It is the leader getting actual information about the state of the team in real time, and the team getting the experience of being treated like people whose presence matters.
The way you run your meetings is the way your team learns to work together. If the meeting is hierarchical, the work culture becomes hierarchical. If the meeting is performative, the work culture becomes performative. If the meeting acknowledges people as whole humans and then gets to the work, the work culture starts to match.
You do not have to change everything to change the culture.
You have to change the room where the culture is built.
People will give you a lot of reasons not to invest in developing your team.
The most common one is, what if we pay to develop them and they leave?
Here is the better question. What if you do not develop them and they stay?
A team that is not growing is a team that is slowly becoming irrelevant to the market you are trying to win in. Skills atrophy.
Curiosity dies. People plateau. And the company they are working for plateaus right alongside them.
Most people, when they are honest, want to grow. They want to get better at what they do. They want a sense that the year they just spent at your company built something into them that was not there at the start.
When you invest in professional development, you are signaling two things at once. You are saying, I am willing to bet on your future. And you are saying, I expect you to use what you learn here.
Both of those signals build the kind of team you want. The kind that is curious, hungry, and getting more valuable with time.
The companies that win the long arc are not the ones with the most polished interview process. They are the ones whose people are visibly better at their jobs every year. Development is what produces that.
This is the strategy that scares CEOs the most. It is also the one that retains the most.
Build pathways for advancement. Even when the next step is not inside your company.
Most leaders think of advancement as a closed loop. The path exists if I have a higher seat to give. If I do not, the conversation does not happen.
I would invite you to widen the lens. You can be a guide, a mentor, a sponsor, a connector for the people on your team.
Even when you cannot personally promote them, you can shape what comes next for them.
One of two things will happen.
In the first case, someone on your team gets excited about a function that does not exist inside your company.
Sponsorships, say. Or international expansion. Or a niche they have been curious about for years. They develop the skill.
They eventually leave to go run that function somewhere else, and they leave on good terms, telling everyone in their network that you were the one who made it possible. That is one of the best forms of recruiting a CEO can produce.
In the second case, the person learns about that thing.
Something clicks. They bring it back into your company in a form you had not imagined. A new product line. A new partner relationship. A new way to think about an existing problem.
That is innovation showing up because somebody felt safe enough to grow out loud.
There is a related move I want to give you here, and it changes everything.
Stop making advancement decisions in a closed room.
Make the conversation about who plays which role visible. Across the team. With ongoing dialogue. As the strategy evolves, who would like to change roles? Where are the gaps? What is anyone on this team curious about doing that we have not yet asked them about?
You can run provisional periods. Try things on. See if the role fits the person, and see if the person fits the role. The top-down decision-making structure around advancement is the thing producing most of the retention problems CEOs are quietly frustrated with.
You would be surprised who comes out of the woodwork on your existing team once the conversation is open. People who have been waiting, sometimes for years, for the chance to step into something they were always capable of.
If your team feels weaker than it should, start here.
First, look at compensation. Honestly. Without flinching. Is anyone on your team doing the math on a second job?
Second, look at your meetings. Open one this week with a check-in. Notice what changes in the room.
Third, look at development. Pick one person. Invest in one specific skill they want to grow. See what comes back.
Fourth, open up the advancement conversation. Get curious about who on your team is ready for a step they have not been offered yet.
Stop for a moment. Picture your company a year from now.
Compensation is honest. Meetings are sharper. The team is visibly more skilled than it was last year. And career conversations are happening out loud, across the team, instead of behind closed doors. You are not running the same hiring conversation you ran six months ago. You are running a team that stays.
That is not a wish. That is what the system produces when you set it up this way.
Build the team you actually want. Start with whichever one of these four lands the hardest.
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