andrew-shwetzer/career-ops-plugin/outreach

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

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."