1on1s

Generate meeting agendas and questions for one-on-one conversations.

Updated Aug 23, 2026
One-click install
npx skills add https://github.com/imsus/cto --skill 1on1s-imsus
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: 1on1s
Source: https://github.com/imsus/cto/tree/main/.agents/skills/1on1s
Command: npx skills add https://github.com/imsus/cto --skill 1on1s-imsus

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes references (resource) components.

What problem does it solve?

The 1on1s Skill helps you stop 1:1 meetings from turning into unstructured status updates, miscommunication, or emotional overload by giving you a ready-to-use agenda, targeted questions, and a follow-up plan.

Core Features & Use Cases

  • Prepares a manager-ready agenda: Picks the right topics and ordering (prioritizing the report’s concerns first) and turns them into a 3–5 item discussion plan.
  • Improves the conversational flow: Identifies whether the conversation is an Update, Vent, or Disaster and adjusts your listening and next questions accordingly.
  • Diagnoses with feelings: Uses consistent, lightweight prompts like “How did you feel this week?” to surface patterns such as anxiety, chronic lateness, or defensiveness.
  • Prevents role drift: Helps you set boundaries so you support and redirect appropriately instead of becoming a therapist, including when to involve HR.

Quick Start

Ask for an agenda and 3–5 ready-to-say questions for your next 1:1 with your direct report, and include a brief follow-up note you should write after the meeting.

Frequently Asked Questions about 1on1s

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I structure one on one meetings to avoid status updates?

Structure one on one meetings by preparing a 3-5 item agenda that prioritizes the direct report's concerns first, transforming flat status updates into meaningful conversations with targeted questions.

What questions should managers ask during 1:1s to diagnose direct report issues?

Ask consistent lightweight diagnostic questions like "How did you feel this week?" during 1:1s to surface relationship patterns such as anxiety, chronic lateness, or defensiveness in direct reports.

How do I respond when a 1:1 conversation turns into venting or feels like a disaster?

Identify the conversation mode as Update, Vent, or Disaster and adjust your listening accordingly, applying boundary-aware follow-up guidance to prevent role drift and redirect appropriately.

Can I use this to plan a 1:1 agenda for urgent or strained relationships?

Yes, you can generate a 1:1 agenda for strained relationships by reading existing context first, selecting the appropriate conversation mode, and generating targeted questions for meaningful diagnosis.

When should a manager involve HR during one on one meetings?

Involve HR during one on one meetings when relationship diagnostics indicate emotional overload or boundary issues, using boundary-aware follow-up guidance to set limits and prevent role drift into a therapist.

What is the best way to follow up after a 1:1 meeting with a direct report?

Write a brief follow-up note immediately after the 1:1 meeting with a direct report to ensure follow-through on the actionable agenda items discussed and maintain connection.