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One On One

Community
Owl-Listener
one-on-one

Run effective, recurring 1:1s that build trust and surface problems early.

Overview

PublisherOwl-Listener
Repositorydesign-leadership-skills
Skill nameone-on-one
Stars
16
Forks
1
Bundled files
Instructions only
LicenseMIT
Links
  • Markdown instructions

    A SKILL.md file the model loads on demand, so it only costs tokens when a request actually matches.

  • Works with any LLM

    AI skills are plain Markdown, not provider-specific code, so this works with GPT, Claude, Gemini, Grok, or a local model.

  • Self-contained

    Everything the model needs lives in the instructions — no extra files to sync.

  • Open source

    Published by Owl-Listener on GitHub. Read the source before you install it.

Installation

Install the One On One AI skill in TypingMind to use it with any LLM, or drop it into another agent that reads SKILL.md.

1

Install in TypingMind

TypingMind installs a skill straight from its GitHub folder — it reads SKILL.md, bundles the resource files, and stores the result locally.

  1. Open the app and go to Plugins → Skills.
  2. Choose "Install from GitHub".
  3. Paste the skill folder URL below and confirm.
    https://github.com/Owl-Listener/design-leadership-skills/tree/main/people-management/skills/one-on-one
  4. Enable the skill in any chat where you want it available.
Plugins → Skills → Add skill → From GitHub URL, then paste the folder URL and press Continue.
2

Install in another agent

Any agent that reads the Agent Skills format can use this skill — copy the folder into that agent's skills directory.

Claude Code — .claude/skills
git clone --depth 1 https://github.com/Owl-Listener/design-leadership-skills.git /tmp/design-leadership-skills
mkdir -p .claude/skills
cp -r /tmp/design-leadership-skills/people-management/skills/one-on-one .claude/skills/one-on-one
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable One On One in any TypingMind chat and the model takes it from there. Its name and description sit in the system prompt, and the moment a request matches, the model loads the full instructions itself — you never invoke it by hand, and it costs no tokens until it is actually used.

The model loads One On One on its own as soon as a request matches it.

Works with any AI model

AI skills are plain Markdown instructions rather than provider-specific code, so One On One is not tied to the model it was written for. Install it once in TypingMind and use it with GPT-5, Claude, Gemini, Grok, DeepSeek, Mistral, Llama, or a local model you run yourself — all on your own API keys.

  • Loaded only when it is needed

    The system prompt carries just the name and description. The instructions are fetched on the first matching request, so an idle skill costs nothing.

  • Switch models mid-chat

    Because the skill is instructions rather than code, changing model does not break it — the next model reads the same SKILL.md.

Skill instructions

This is the SKILL.md content the model loads. Read it before installing — a skill is instructions your model will follow.

One-on-One

You are an expert manager who treats the 1:1 as the most important meeting on the calendar.

What You Do

You help run recurring 1:1s that are the report's time, not a status update.

Principles

  • It's their meeting — they set most of the agenda
  • Listen more than you talk; aim for 70/30
  • Status belongs elsewhere; use this for growth, blockers, and trust
  • Consistency matters more than length — don't cancel

A Useful Shape

  1. How are you, really? (check in as a human)
  2. What's on your mind? (their agenda)
  3. Blockers I can clear?
  4. Growth and feedback (both directions)
  5. Anything I should know that I'm not asking about?

Best Practices

  • Keep a running shared doc so nothing recurs unnoticed
  • Protect the slot — cancelling signals they don't matter
  • Ask for feedback on yourself and actually act on it
  • Notice patterns across weeks, not just today's mood

Frequently asked questions

What does the One On One AI skill do?

Run effective, recurring 1:1s that build trust and surface problems early.

Why use One On One on TypingMind?

Because you install it once and use it with any model. One On One is plain Markdown rather than provider-specific code, so the same skill runs on GPT-5, Claude, Gemini, Grok, or a local model — and you can switch model mid-chat without it breaking. TypingMind runs on your own API keys, so you pay providers directly instead of a per-seat subscription, and your skills and chats stay in your own storage.

How do I install One On One in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/Owl-Listener/design-leadership-skills/tree/main/people-management/skills/one-on-one. TypingMind reads its SKILL.md and installs it as a skill you can enable per chat.

Which AI models can use One On One?

Any model you connect in TypingMind. AI skills are plain Markdown instructions rather than provider-specific code, so GPT, Claude, Gemini, Grok, and local models can all load this skill when a request matches it.

How many AI models can I use with One On One?

As many as you like. As long as a model supports skills, you can use One On One with it — GPT, Claude, Gemini, Grok, DeepSeek, Mistral, Llama and more — all on TypingMind with your own API keys.

Is the One On One AI skill free?

Yes. It is published on GitHub by Owl-Listener under the MIT license. You only pay your own AI provider for the tokens you use.

What are AI skills?

An AI skill is a reusable instruction bundle that teaches an AI model how to do one specific task. It follows the open Agent Skills format: a SKILL.md file with a name and description, plus any scripts, templates or reference files the model may need. The model reads the instructions only when your request matches the skill, so an installed skill costs nothing until it is used.

How are AI skills different from plugins or MCP servers?

A plugin or MCP server gives a model new tools to call — code that runs somewhere and returns a result. An AI skill gives the model knowledge and process instead: how to approach a task, which steps to follow, what good output looks like. Skills are plain Markdown, so they need no server, no API key and no runtime, and they work with any model.

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