🚀 Automated Upwork Cover Letter Generator with n8n + MacOS Shortcut + Pinecone Context Retrieval

This n8n automation is designed to streamline the Upwork proposal process by generating highly personalized, context-aware cover letters using your own skills and project data stored in a Pinecone vector store.

With the help of an AI Agent powered by Groq’s Qwen LLM, and triggered instantly via a MacOS Shortcut, this system takes job descriptions from your clipboard and returns a ready-to-use HTML cover letter—right on your desktop.

⚙️ Workflow Breakdown

🔹 MacOS Shortcut – Trigger the Workflow Instantly

The process begins with a MacOS Shortcut that captures job description text from your clipboard and sends it to a custom webhook in n8n.

🔹 Webhook Node – Receive and Process Input

The webhook node receives the clipboard data, along with the required credentials for authentication. This node serves as the entry point to the full automation.

🔹 Field Mapping & Pre-Processing

A series of basic logic nodes map and clean up the input fields. These are then passed to an LLM Chain to generate specific questions related to the job description.

🔹 Question Answer Chain + Vector Search (Pinecone)

Using your previously stored skills and project data in a Pinecone vector store, the system retrieves relevant information to answer the generated questions and builds a rich context around the job description.

🔹 AI Agent Node – Generate Personalized Cover Letter

With both the job post and contextual data, the AI Agent (powered by Groq’s Qwen LLM) creates a tailored cover letter.
The agent is equipped with:

• 🔍 Google Search Tool
• 🧠 Vector Store Retriever Tool
• 🗃️ Buffer Memory

This ensures the generated proposal is insightful, relevant, and professional.

🔹 Markdown to HTML – Clean Output Conversion

The markdown output from the AI is converted into HTML using a Markdown node, making it easy to paste directly into Upwork or emails.

🔹 Return to Shortcut – Display Final Result

The final HTML response is sent back to the MacOS Shortcut, which displays it in a modal window for easy review and copy-paste.

💼 Use Case

This automation is built specifically for freelancers on Upwork (or any freelance platform) who want to:

• ✅ Save time on repetitive proposal writing
• ✅ Create job-specific cover letters with context
• ✅ Stand out with better personalization
• ✅ Reduce manual effort with automation

Whether you’re a beginner or a seasoned pro, this tool elevates your workflow while staying simple to use.

📦 Setup Instructions

1. Import Workflow to your n8n instance
2. Create and Configure MacOS Shortcut (drag-and-drop ready)
3. Prepare and Embed Your Skills/Project Data into Pinecone
4. Add API Credentials:
   • Groq (for Qwen LLM)
   • Pinecone
   • n8n Webhook (Basic Auth if needed)
5. Run the Workflow & Submit Smarter Proposals

Note: This workflow is designed for building and returning Upwork cover letters using job descriptions copied to your clipboard. All generation is context-aware and tailored per submission.