one-on-ones

Generate 1:1 agendas and feedback prompts from BUSINESS_CONTEXT.md.

131|30|Updated Feb 10, 2026
One-click install
npx skills add https://github.com/TheCraigHewitt/skills --skill one-on-ones-thecraighewitt
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: one-on-ones
Source: https://github.com/TheCraigHewitt/skills/tree/main/ceo/one-on-ones
Command: npx skills add https://github.com/TheCraigHewitt/skills --skill one-on-ones-thecraighewitt

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

Founders and managers often struggle to run productive 1:1s that drive real performance and engagement. This skill provides a coaching-oriented approach to prepare, deliver feedback, and have the hard conversations that build trust and clarity.

Core Features & Use Cases

  • Prepares for upcoming 1:1s by extracting context from BUSINESS_CONTEXT.md when available, then generating a focused agenda.
  • Guides mode-specific conversations: Prep (planning), Feedback (constructive/directional), and Performance (growth, improvement, or transitions).
  • Supplies practical prompts, templates, and talking points to help managers stay focused, fair, and actionable.

Quick Start

Say: "Prepare a 1:1 with [Name] and outline the agenda, feedback goals, and follow-up actions."

Frequently Asked Questions about one-on-ones

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

FAQPage Schema
How do I prepare an agenda for a 1:1 meeting with a direct report?

To prepare a 1:1 meeting agenda, extract relevant context from your business notes and generate a focused list of discussion topics, feedback goals, and follow-up actions. This ensures managers stay focused, fair, and actionable during team leadership conversations.

What is the best way to deliver constructive feedback in a 1:1?

The best way to deliver constructive feedback in a 1:1 is using coaching-oriented templates and prompts that frame feedback directionally. This approach helps managers have hard conversations that build trust and clarity while driving real performance improvements.

Can I use a coaching approach for performance planning with my team?

Yes, you can use a coaching approach for performance planning by operating in a dedicated performance mode. This mode guides growth, improvement, or transition conversations, providing actionable guidance and clear guardrails for managers at various team stages.

How do I run effective 1:1s for a growing team?

To run effective 1:1s for a growing team, use a coaching-oriented skill that adapts to your specific business context and team size. It guides preparation, feedback delivery, and coaching conversations to drive engagement across different team stages.

Do I need business context documentation to run a 1:1?

You do not need business context documentation to run a 1:1, but providing a BUSINESS_CONTEXT.md file enhances the experience. The coaching tool automatically extracts context when available to generate a more focused and relevant meeting agenda.

What are the limitations of using templates for 1:1 management?

The limitation of using templates for 1:1 management is that they provide actionable but general guardrails. Managers must still adapt the feedback framing, performance planning, and talking points to their direct reports' specific needs and the conversation mode.