The Ultimate 1-on-1 Meeting Questions List

Many one-on-one meetings end up as status updates or surface-level chats. This guide offers a curated set of questions to help managers foster trust, uncover real issues, and support team growth—one conversation at a time.

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Why This Guide Is Worth Your Time

One-on-ones are the most powerful tool a manager has — but only when done right. This template helps you avoid awkward silences, unproductive chatter, and disengaged conversations.

No More Awkward Silences

Structured question sets to break the ice and go deeper.

Uncover What Really Matters

Identify blockers, wins, and growth moments with the right prompts.

Use Cases for Every Situation

From new hires to top performers — we've got a set for every kind of conversation.

Save Time, Build Relationships

Use ready-to-go questions that build trust and accountability.

Chapter-by-Chapter Breakdown

Chapter 1: Team & Remote Work Insights

Chapter 2: Manager Support & Alignment

Chapter 3: Feedback & Role Clarity

Chapter 4: Career Growth & Motivation

Chapter 5: Performance & Recognition

Chapter 6: Tools, Collaboration & Next Steps

What You’ll Walk Away With

This is more than just a list — it’s a playbook to turn one-on-ones into your most effective management ritual.

Tried-and-Tested Templates

No guesswork. Just questions that actually work.

Situational Guidance

Different sections based on context, relationship, and frequency.

Built for Managers at All Levels

New to management or leading a large team — this fits all.

Free, Forever

Download once. Use it every week.

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About Peoplebox.ai

About

Peoplebox.ai helps HR teams build high-performing teams — from hiring to performance reviews.

Our AI-first platform is trusted by 600+ companies to streamline interviews, screen resumes faster, and run data-backed reviews that drive real results.

This one-on-one question template is part of our commitment to making every manager 10x better — with tools that are easy to adopt and built for real-world use.

Real Stories from Peoplebox.ai Users

See why Peoplebox.ai is the go-to for smarter people management. Join the ranks of forward-thinking HR teams who power business impact through performance reviews.

We've been working with Peoplebox in adopting the OKR and performance review tool. The Performance Review module that Peoplebox has developed by far has to be one of the most easy-to-use tools. Driving the entire interface through slack is simply brilliant esp for a tech product company! This is perhaps one of the other reasons I've loved working with Peoplebox.ai.

Swapna Nair

VP-HR,Khatabook

We switched to Peoplebox because of it's intuitiveness and ease of use. Their quick response to feedback and helping us throughout the entire journey is cherry on the top.

Aditya Kumar

Lead-HR,Khatabook