Most culture writing in the world is aimed at leaders. It is also aimed at the wrong audience. The people who actually build the machinery are usually not the leader. This is for them.

Most of the writing in the world about culture is aimed at the people at the top. That is where the money is, where the press is, and where the noise is. It is also the wrong audience.
The leader of a forty-person company has, at most, set the direction. The people who actually build the machinery, who run the meetings, hire the next hire, design the systems, hold the frustration when something is stuck, are usually not the leader. They are the operators. The leads. The people who picked up the people-and-culture hat because nobody else was wearing it.

They are the audience nobody writes for. So this is for them.
Six pairs. What the leader above you is probably getting wrong about culture, and the smallest useful thing you can do about it from where you stand, without a title, without a budget, and without asking anyone’s permission.

HR is not the job. The other ninety-five per cent is the job.

What leaders often get wrong. They treat people and culture as a siloed compliance function, the paperwork, the exits, the right side of the law. That is real, and it is roughly five per cent of what the function should be doing. The other ninety-five is making sure every person is clear on what they need to get done, and that the system around them makes it as easy as possible to do it.


What you can do from where you stand. Pick one thing you are doing on autopilot, a recurring meeting, a sign-off process, a status report nobody reads, and ask whether it makes the work easier or just keeps the leader out of trouble. If it is the second, you can almost certainly change it this week. Nobody will stop you. Most of them will be relieved.

Culture is the stories. It is not the slide.

What leaders often get wrong. They believe culture is what they wrote on the values deck, the offsite outputs, the all-hands speech, the careers page. None of it survives contact with reality. Culture is what your team tells each other about working there at nine o’clock at night, when nobody is performing for the leader.


What you can do from where you stand. Listen for what is being repeated. The lines your team uses about each other, about the work, about the leader, those are the actual values. If you don’t like what is being repeated, the answer is not a new slide. It is a different story to tell. You can be the person who tells the better one. Nobody needs to approve a story you tell.

Don’t import someone else’s org chart.

What leaders often get wrong. After a first proper raise, leaders look at a company they admire and copy the structure wholesale. Chief Product Officer here. Head of Customer Success there. It looks credible on the cap-table slide. It is about as useful as asking a generative AI model what your org chart should look like, you will get a structure built for someone else’s business at a moment that isn’t yours.

What you can do from where you stand. When the next hire comes up, don’t accept a job description that came from somewhere else. Push to scope it by what is actually on someone’s plate today, what needs to come off it, and what the goal of that work has to be in twelve months. You probably know better than the leader does. The title comes last, not first.

Decisions live closer to the ground than leaders think.

What leaders often get wrong. Leaders make every meaningful decision themselves until the queue collapses. By the time they realise they have become a bottleneck, the people they should have been training to make decisions are gone, or worse, still there, but no longer trying.

What you can do from where you stand. Find the decisions that are stuck in the queue because the leader hasn’t got to them. The customer query that needs an answer. The small spend that needs approval. The hire-or-don’t-hire call that nobody owns. Decide one of them, tell your leader afterwards how you decided and why, and find out quickly whether you have permission to keep going. Either way, the team is unblocked for a week.

Say the why. Say it again. Say it when you change your mind.

What leaders often get wrong. Leaders update quickly when new evidence comes in. That is one of the things they are best at. It also means they tell their team one thing on Wednesday and a different thing on Thursday, and pretend nobody noticed. The team starts assuming everything will get reversed within a week, so they stop fully committing to anything.

What you can do from where you stand. Be the person in the room who says the why out loud. Repeat it. When a decision changes, name it cleanly, “this used to be the call; here is why it isn’t anymore.” You don’t need authority to do this. You need ten seconds. It is one of the highest-leverage moves available to anyone inside a small company.

Frustration is a signal. Silence is the warning.

What leaders often get wrong. Frustration from a team often gets read as a problem to solve, or worse, as evidence of a bad attitude. The opposite is closer to the truth. If you have the right people, they will be frustrated in the places where the system is not letting them do their best work. Their frustration is them hitting a standard they expect to be higher and wanting to fix it. The warning sign isn’t a team that is restless. It is a team that has stopped being restless. That is either the wrong people, or the right people who have stopped caring.

What you can do from where you stand. Listen for who is frustrated, and what about. Treat it as information, not a personality problem. The most useful people in any organisation are the ones who are still bothered by what isn’t working. When that goes quiet, that is the warning, not the calm. You do not need to fix every frustration. You need to surface it before the person carrying it gives up or leaves.

Wade In Conversation Podcast

The hard truths about people and culture

Founder of Plucky Frank and People and culture expert Charlie Simpson unpacks the hidden leadership mistakes that derail fast-growing companies. From founder bottlenecks and bad org design to Google’s failed no-manager experiment, this conversation explores how culture, systems, delegation, and self-awareness determine whether startups scale successfully – or collapse under their own growth.
Featuring
Jessica Christiansen-Franks Charlie Simson

Charlie Simson is a Fractional Chief People Officer working with leaders and the people doing the work next to them. Wade In Conversation is the long-form podcast from the Wade Institute of Entrepreneurship.