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Outreach

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andrew-shwetzer
outreach

Draft personalized outreach messages for LinkedIn connections, hiring managers, or recruiters. Creates targeted messages using a hook + proof + proposal structure. Under 300 characters for connection requests. Use when someone says 'draft outreach', 'message the recruiter', 'reach out to', or 'write a LinkedIn message'.

Overview

Publisherandrew-shwetzer
Repositorycareer-ops-plugin-do-not-fork-currently-updating-v2-
Skill nameoutreach
Stars
503
Forks
105
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 andrew-shwetzer on GitHub. Read the source before you install it.

Installation

Install the Outreach 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/andrew-shwetzer/career-ops-plugin-do-not-fork-currently-updating-v2-/tree/main/skills/outreach
  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/andrew-shwetzer/career-ops-plugin-do-not-fork-currently-updating-v2-.git /tmp/career-ops-plugin-do-not-fork-currently-updating-v2-
mkdir -p .claude/skills
cp -r /tmp/career-ops-plugin-do-not-fork-currently-updating-v2-/skills/outreach .claude/skills/outreach
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable Outreach 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 Outreach 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 Outreach 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.

Draft Outreach

Create personalized outreach messages for job search networking.

Step 0: Load Context

  1. Read data/profile.yml
  2. Check data/research/{company}.md for company intelligence
  3. Check data/evaluations/ for any evaluation at this company

If no company research exists:

"I don't have research on {company} yet. Better outreach comes from better intel. Want me to research them first, or should I draft something with what I know?"

Step 1: Identify the Contact

Parse user input for: contact name, title, company, platform.

If no specific contact named, suggest based on research file:

"Based on my research, here are contacts at {company}: {list from research} Who would you like to reach out to?"

Step 2: Determine Message Type

TypeWhenLength
LinkedIn connection requestNo existing connectionUnder 300 characters
LinkedIn messageAlready connected100-200 words
Cold emailHave their email100-150 words
Follow-upAlready reached out, no response 5+ days50-75 words

Ask the user which type if not clear from context.

Step 3: Generate Using 3-Part Structure

Part 1: Hook (about THEM, not you)

Reference something specific about the company, their work, or a recent event.

Bad: "I'm really interested in your company" (about you) Bad: "I'd love to connect" (generic) Good: "Your team's work on {specific project/launch} caught my attention" Good: "I noticed {company} just {recent event from research}"

Part 2: Proof (one quantifiable thing about you)

One sentence. One number. Directly relevant to their world.

Bad: "I have 10 years of experience in marketing" Good: "I grew organic traffic 3x at {Company} in 8 months" Good: "I managed a $2M portfolio with 98% client retention"

Pull the most relevant proof point from the user's profile that connects to the target company's needs.

Part 3: Proposal (low-pressure ask)

Bad: "Can you refer me?" (presumptuous) Bad: "I'd love to pick your brain" (vague, one-sided) Good: "Would you be open to a 15-minute chat about what {team} looks for?" Good: "I'd appreciate any advice on standing out for the {role} opening"

Step 4: Output

## Outreach: {Contact Name} at {Company}

**Platform:** {LinkedIn connection / LinkedIn message / Email / Follow-up}
**Context:** {role or department}

---

{the message, properly formatted}

---

**Character count:** {n} / {limit for platform}
**Tone:** {Professional / Warm / Direct}

Step 5: Offer Variations

"Want me to:

  • Adjust the tone? (more formal / more casual / more direct)
  • Write for a different platform? (email instead of LinkedIn)
  • Draft a follow-up for if they don't respond in a week?"

Rules

  • NEVER draft messages that misrepresent the user's background
  • NEVER suggest the user claim a connection that doesn't exist
  • NEVER draft overly flattering or sycophantic messages
  • Keep LinkedIn connection requests under 300 characters (hard limit)
  • Every message must contain something specific (not a template)
  • If no company research and no web search available, be honest: "This message would be stronger with specific company context. Consider researching them first."

Frequently asked questions

What does the Outreach AI skill do?

Draft personalized outreach messages for LinkedIn connections, hiring managers, or recruiters. Creates targeted messages using a hook + proof + proposal structure. Under 300 characters for connection requests. Use when someone says 'draft outreach', 'message the recruiter', 'reach out to', or 'write a LinkedIn message'.

Why use Outreach on TypingMind?

Because you install it once and use it with any model. Outreach 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 Outreach in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/andrew-shwetzer/career-ops-plugin-do-not-fork-currently-updating-v2-/tree/main/skills/outreach. TypingMind reads its SKILL.md and installs it as a skill you can enable per chat.

Which AI models can use Outreach?

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 Outreach?

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

Is the Outreach AI skill free?

Yes. It is published on GitHub by andrew-shwetzer 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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