Renee had been running weekly 1:1s for two years before she admitted they weren't doing anything.
She was the operations manager at a commercial roofing company, responsible for six superintendents and about ninety people in the field. She'd built the 1:1 habit early because she'd read that good leaders did it. Thirty minutes every week, with each of her supers.
The meetings were pleasant. Nobody dreaded them.
They also produced nothing.
A typical meeting went like this. Her superintendent would walk through his jobs in order. The Westfield project was on schedule. The hospital job was waiting on materials. The warehouse re-roof had a crew shortage on Thursday. Renee would nod, ask a clarifying question or two, and say she'd look into the material delay.
Twenty-eight minutes of information she could have read off the project board that morning (or that could have been an email). Then both of them would go back to work, quietly relieved it was over.
One week her superintendent cancelled, and Renee felt something she wasn't proud of. Relief. That was the moment she realized she'd been protecting thirty minutes a week on six calendars for two years and couldn't name one thing that had changed because of it.
The Difference Between Having 1:1s and Running Them
Most leaders who fail at 1:1s aren't skipping them. They're holding them faithfully and wasting them.
The failure is almost always the same. The meeting becomes a status update. The direct report reports, the leader listens, and the time gets consumed by information that could have traveled through a project board, an email, or a five-minute Loom.
Status updates are the cheapest thing you can put in a 1:1, and it's what fills most of them.
A 1:1 is the only recurring block of time devoted entirely to one person's progress, obstacles, and growth. That's what it's for. Everything else on the agenda is competing with that, and usually winning.
Seven Shifts That Make the Time Count
- Set a real cadence and protect it.
Ad hoc check-ins are worse than no check-ins. When a leader drops in unannounced for fifteen minutes, they interrupt the work and train the team to treat the leader's attention as unpredictable.
Decide how often and how long you need with each person, put it on the calendar as a recurring invite, and then treat it as a commitment rather than a placeholder. Things will come up. Set the expectation in both directions: whoever needs to move it says so as early as possible, ideally the day before, and it gets rescheduled rather than dropped.
The leader who cancels 1:1s when things get busy is communicating something, whether they mean to or not.
- Let them own the agenda.
The 1:1 belongs to the person you're meeting with. They should build and send the agenda in advance.
A useful agenda covers objectives, project updates, action items, blockers, feedback, and suggested next steps. Bonus points if it goes out far enough ahead that you can read it as a pre-read, which is what makes the next shift possible.
This does something beyond saving time. It puts ownership where it belongs. A direct report who prepares the agenda arrives having already thought about their own priorities and obstacles, instead of waiting to be asked.
- Kill the status update.
If you read the agenda before the meeting, you don't need it read aloud to you.
Come with questions instead. Not "how's the hospital job going," which you already know from the agenda, but "you flagged the material delay two weeks running. What have you already tried?"
Ineffective: thirty minutes of narration, ending with the leader taking three action items.
Effective: ten minutes on the two things that are actually stuck, twenty minutes on what to do about them, and the direct report leaving with the action items.
- Coach more than you solve.
This is the hardest one, because solving is faster and it feels like helping.
When someone brings you a problem, and you hand them the answer, you've resolved one issue and reinforced a pattern. They'll bring you the next one too. Over time, you become the team's default brain, and your calendar fills with decisions that shouldn't require you. Ultimately, you end up creating Problem Finders instead of Problem Solvers.
Keep your advice monster on a leash. A few questions that do more work than an answer would:
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- What's the real problem here?
- What have you already considered?
- What would you do if I weren't available this week?
- What support do you need from me?
- If anything, what are you taking away from this conversation?
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You'll still give direction sometimes. Some situations call for it. But the default should be inquiry, and most leaders have the ratio backwards.
- Trade feedback in both directions.
Top performers want feedback because it's how they get better. Everyone else needs it.
A simple structure that works: "I like that..." and "I wish that..." Both people share both. Every 1:1, or at least a regular rotation.
The order matters. You have to go first, and you have to actually mean it when you ask for the "I wish that" about your own leadership.
If a direct report tells you something uncomfortable and it costs them, they'll never do it again, and you'll have trained yourself into a blind spot.
- End with action items that are actually complete.
Hold the last ten minutes. Have your direct report state what they're doing next.
An action item isn't complete unless it answers four things:
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- What specifically gets done?
- Who the single owner is?
- By what day and time is the deadline?
- What happens once it's finished?
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Write them down. Start the next 1:1 with a quick progress check on them. That single habit is the difference between a meeting that generates intentions and one that generates outcomes.
- Start on time and end on time.
Punctuality in a 1:1 is a signal. Showing up on time says this person's time matters and this meeting matters. Consistently running five minutes late says the opposite, no matter what you say out loud.
You'd be frustrated if your superintendents showed up late to a client walkthrough.
The standard starts with you.
What Changes When You Get This Right
The immediate benefit is obvious. The meeting stops wasting an hour a week across your team.
The compounding benefit is bigger. A direct report who owns the agenda starts thinking like an owner. One who gets coached instead of rescued starts solving problems before they escalate. One who gives you honest feedback tells you about the problem while it's still small.
You end up with a team that needs less from you and delivers more, which is the only version of leadership that scales.
Back to Renee
Renee rebuilt her 1:1s over about two months.
She sent her superintendents the new structure and told them they'd own the agenda going forward. The first few were rough. One super sent an agenda ten minutes before the meeting. Another sent a list of jobs, which was the old status update in a new format. She kept at it.
The shift she found hardest was staying quiet. Her instinct when someone described a problem was to solve it, partly because she was good at it and partly because it was faster. She started asking what they'd already tried, and then waiting.
Six months in, the meetings look different. Her superintendents bring two or three real issues instead of a tour of every job. They usually arrive with a proposed answer. The last ten minutes produce written action items with names and dates, and the next meeting opens with a check on them.
The measurable change surprised her. Her phone stopped ringing as much. Decisions her supers used to escalate, they now make. Two of them have started running the same structure with their own leads.
She still has thirty minutes a week on six calendars. It's the same time it always was. It just does something now.
How we can help
Most leaders were told to run 1:1s and never shown how. The result is a calendar full of meetings that may feel productive but change nothing.
Our Executive Performance Coaches work with leaders at every level to build the habits that turn recurring meetings into real development, stronger accountability, and teams that solve problems without escalating every one of them.
If your 1:1s have become status meetings, we can help. Reach out through our contact form.

Max has over a decade of experience in startups and growing businesses, with a focus on growth strategy, operations, and talent development. He has coached hundreds of startup founders and CEOs, and he blends his experience as an accelerator director, business owner, and executive coach to help leaders scale through focused coaching and practical strategy frameworks. Max’s work is grounded in a simple belief that leaders become either a ceiling that limits impact or a multiplier that expands it. He coaches leaders who aspire to be multipliers and who want their organizations to perform at a higher level because of their leadership. Based in Pittsburgh, Max enjoys woodworking in his garage shop, working through his mountain of books, and hosting gatherings with cocktails crafted by Max himself.
