The Ultimate Guide to Executing One-on-Ones as a Leader

If you’re leading a team and not having structured, intentional one-on-ones, you’re missing out on the most powerful leadership tool in your arsenal.

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The Ultimate Guide to Executing One-on-Ones as a Leader

The Ultimate Guide to MasteringOne-on-Ones as a Leader

“You spell trust with time.” That phrase alone is why one-on-ones are non-negotiable for great leadership. If you’re leading a team and not having structured, intentional one-on-ones, you’re missing out on the most powerful leadership tool in your arsenal. But don’t worry—by the time you finish reading this, you’ll know exactly why they matter and how to run them like a pro.

Why One-on-Ones Are a Game-Changer forLeaders

Think about the best leaders you’ve ever worked with. What made them stand out? Odds are, they genuinely cared about you—not just your work, but you. And how did you know that? Because they invested time in you.

One-on-ones are not status meetings. They are dedicated, intentional conversations where:

✅ Trust is built.
✅ Growth is nurtured.
✅ Feedback flows both ways.
✅ Clarity is established.
✅ People feel seen, valued, and heard.

Without them, you’re leading blind.

If your team members don’t have regular time to discuss their growth, challenges, and wins, then you’re not truly leading them—you’re just directing traffic. And if you don’t have a one-on-one with your leader? You’re missing out on essential career growth and clarity.

How to Run Effective One-on-Ones Like a Pro

Step 1: Get Them on the Calendar (and Protect Them Like Gold)

One-on-ones don’t “just happen.” They must be scheduled, recurring, and protected.

Frequency:

  • Ideal: Weekly (30–60 min)
  • Minimum: Biweekly (30 min)
  • Exception: Some roles may only need a 20-minute monthly check-i

📍 Location:

  • Go to them if they have an office (shows humility).
  • Choose a private setting where you won’t be overheard.
  • Remote teams: Video ON. (Face-to-face builds connection.
  •  

Step 2: Follow a Simple Yet PowerfulStructure

A good one-on-one isn’t just “So… how’s everything?” It has structure. Try this format:

🕒 First 10–20 Minutes: Personal Check-In

  • How are you? (Yes, really ask.)
  • What’s your stress level like right now?
  • What’s something you’re excited about?
  • How’s life outside of work?

People aren’t robots. When they feel cared for as humans, they show up better at work.

🕒 Next 10–20 Minutes: Growth & Development

  • What’s a skill you’re working on?
  • Are there any roadblocks to your success?
  • How can I better support you?
  • Are you clear on expectations?

This is where long-term development happens. Employees don’t just need tasks—they need vision.

🕒 Last 10–20 Minutes: Feedback & Alignment

  • What’s going well? (Celebrate wins!)
  • What needs improvement? (Address issues early and often.)
  • What should we adjust moving forward?
  • How can I be a better leader for you? (Yes, ask this every time.)

This simple but powerful framework ensures that each one-on-one has depth, direction, and impact.

Step 3: Master the Art of Giving & Receiving Feedback

One-on-ones should never feel like a performance review ambush or a complaint session. They are a space for real-time, honest, and constructive feedback.

Normalize feedback.

If you only give feedback once a year, it feels like a verdict. If you do it weekly, it feels like coaching.

Always ask for feedback on yourself.

A great question to end every one-on-one:
“How can I better support you as a leader?”

Start positive before discussing challenges.

Even if you have constructive feedback to share, begin with something they’re doing well. It sets the tone for a growth-oriented conversation.

What Happens If You Don’t Have One-on-Ones?

🚩 Your team lacks clarity. (Do they even know how they’re doing?)
🚩 Trust erodes. (People feel like just another cog in the machine.)
🚩 Career growth stalls. (Both yours and theirs.)
🚩 Problems fester instead of getting solved early.
🚩 Leadership pipeline weakens. (If you’re not developing your people, who will?)

Teams with consistent, high-quality one-on-ones are more engaged, motivated, and productive. It’s a simple investment with massive ROI.

 

How to Start One-on-Ones If You Haven’t Been Doing Them

For Leaders:

  • Cast the vision.Tell your team why you’re starting these. Example: “I want to make sure I’m supporting you in the best way possible. These one-on-ones will be a dedicated time for us to talk about your growth, challenges, and how we can be more effective together.”
  • Schedule them.Put them on the calendar and stick to them.
  • Be prepared.Jot down key topics and come ready to listen.

For Employees (If Your Boss Doesn’t Do One-on-Ones Yet):

  • Make the ask. Example: “I’d love to have a recurring one-on-one so I can make sure I’m meeting expectations and growing in the right direction. I’ll take the lead on scheduling it and preparing the agenda.”
  • Show the value. Frame it as a way to improve both your performance and their leadership effectiveness.
  • Keep it simple. If they resist, start with 15 minutes biweekly and build from there.

 

Pro Tips to Level Up Your One-on-Ones

  1. Never cancel them. If rescheduling is necessary, do itASAP. Nothing says “you don’t matter” more than canceling one-on-ones.
  2. No surprises. Don’t use these meetings to blindside someone with bad news. If tough feedback is needed, give a heads-up:
    “Hey, let’s use part of our next one-on-one to talk about [specific challenge]. I want to make sure we’re on the same page.”
  3. Create a running doc. Keep notes from each meeting(especially action items). This keeps continuity and ensures accountability.
  4. Silence notifications. Respect their time. No checking emails, texts, or Slack messages mid-meeting.
  5. Follow up in writing. A quick summary email reinforces key points, action steps, and praise.
  6. Final Word: One-on-Ones Are Your Leadership Superpower
  7. The best leaders don’t just give orders—they develop people. And the best way to develop people? Intentional time.
  8. One-on-ones aren’t just another meeting. They are the heartbeat of great leadership, team cohesion, and personal growth.
  9. So, whether you’re leading a team or looking to grow in your own role—start prioritizing one-on-ones today.
  10. Trust me—your future self (and your team) will thank you.

Want more help implementing one-on-ones?

We put together a comprehensive One-on-One Prep Guide we use with our clients. If you'd like a digital copy, Request It Here!

LEADERS ARE LEARNERS

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