Contextual Help Design

Community

Owl-Listener

contextual-help-design

Design help systems and support patterns that work for people with cognitive disabilities. Use when designing help content, tooltips, onboarding, FAQs, support flows, documentation, or any context where users need guidance. Triggers on: help, support, FAQ, tooltip, onboarding, tutorial, guidance, stuck, confused, documentation, instructions.

Overview

Publisher	Owl-Listener
Repository	`inclusive-design-skills`
Skill name	`contextual-help-design`
Stars	108
Forks	28
Bundled files	Instructions only
License	MIT
Links	Skill source Repository

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 Contextual Help Design AI skill in TypingMind to use it with any LLM, or drop it into another agent that reads SKILL.md.

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.

Open the app and go to Plugins → Skills.
Choose "Install from GitHub".
Paste the skill folder URL below and confirm.
https://github.com/Owl-Listener/inclusive-design-skills/tree/main/cognitive-accessibility/skills/adaptive-personalisation
Enable the skill in any chat where you want it available.

Store

Installed

Skills

Add skills

Import one or more skills from a public GitHub folder or a local .skill or .zip archive, or SKILL.md file.

From GitHub URLFrom .skill, .zip, or SKILL.md

GitHub repo or folder

https://github.com/Owl-Listener/inclusive-design-skills/tree/main/cognitive-accessibility/skills/adaptive-personalisation

Points to a single skill folder, or any folder that contains multiple skills. Public repos only.

CancelContinue

Plugins → Skills → Add skill → From GitHub URL, then paste the folder URL and press Continue.

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/inclusive-design-skills.git /tmp/inclusive-design-skills
mkdir -p .claude/skills
cp -r /tmp/inclusive-design-skills/cognitive-accessibility/skills/adaptive-personalisation .claude/skills/contextual-help-design

Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable Contextual Help Design 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 Contextual Help Design 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 Contextual Help Design 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.

Contextual Help Design

Design help that meets people where they are — on the screen they're stuck on, in language they understand, without requiring them to remember how they got there.

Core Principle

If a user gets stuck, they should be able to get help without leaving the screen they're on.

Design Patterns

Inline Help

Tooltip or info icon next to fields that need explanation
Examples shown next to input fields ("e.g., 15/03/2026")
Help text visible by default for complex fields
Inline definitions for specialist terms (underline + tooltip)
"What's this?" links for uncommon concepts

Guided Tasks

Step-by-step wizard as an alternative to complex forms
Examples of completed tasks (filled-in sample forms)
Templates or pre-built options alongside "start from scratch"
Progress-aware hints that change based on where the user is

Escalation Path

Self-service help (search, FAQ) as first option
Chat or messaging as second option
Phone or video as third option
Never require users to re-explain when escalating between channels
Show estimated wait times for human support
Never require a reference number to get help

Error Recovery Support

Error messages include: what happened + why + what to do next
Link directly to the field or step that needs fixing
Offer alternative paths when primary fails
For complex errors: offer human support directly

Help Content Rules

Write at grade 4–6 reading level
Use the same terminology as the interface (not different words)
One instruction per step
Include images or diagrams for spatial or procedural instructions
Make help searchable
Test help content with people who have the actual problem

Assessment Questions

Can users get help without navigating away from their task?
Is help written in plain language that matches the interface?
Can users reach a human within 2 clicks when self-service fails?
Do help resources exist for the moments where users actually get stuck (not just the moments you anticipated)?

Frequently asked questions

What does the Contextual Help Design AI skill do?

Why use Contextual Help Design on TypingMind?

Because you install it once and use it with any model. Contextual Help Design 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 Contextual Help Design in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/Owl-Listener/inclusive-design-skills/tree/main/cognitive-accessibility/skills/adaptive-personalisation. TypingMind reads its SKILL.md and installs it as a skill you can enable per chat.

Which AI models can use Contextual Help Design?

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 Contextual Help Design?

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

Is the Contextual Help Design 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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Overview

Installation

Install in TypingMind

Install in another agent

Use it in TypingMind

Works with any AI model

Skill instructions

Contextual Help Design

Core Principle

Design Patterns

Inline Help

Guided Tasks

Escalation Path

Error Recovery Support

Help Content Rules

Assessment Questions

Frequently asked questions

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