AI-Powered Upwork Cover Letter Generator – n8n Workflow + MacOS Shortcut

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.