AI-Powered Calendar Assistant with PDF Q&A

September 2, 2025

Aladuddin Aladin

This workflow combines AI-driven scheduling with document Q&A capabilities. It allows users to:

  1. Automatically categorize and label emails using AI.
  2. Chat with PDFs (like the Bitcoin Whitepaper) using GPT and Pinecone vector search.
  3. Book calendar appointments via a conversational assistant that checks availability in Google Calendar and creates events seamlessly.
  4. Notify users in Slack when conditions are met.

It’s a complete showcase of how n8n can integrate AI models, vector databases, email automation, and calendar APIs into a single intelligent assistant.

✨ Features

  • Email Intelligence: Classify and label incoming emails automatically with OpenAI.
  • Slack Integration: Send messages when conditions are met (e.g., emails containing @n8n).
  • PDF Q&A: Upload and query PDFs using GPT-4o + Pinecone vector embeddings.
  • Conversational AI Agent: Natural chat interface for booking meetings.
  • Google Calendar Automation:
    • Check real-time availability.
    • Book 30-minute meetings automatically.
    • Avoid double-booking conflicts.
  • Context Memory: AI assistant remembers recent chat interactions.
  • Multi-Model Support: Uses both OpenAI and Anthropic chat models.

About the author

Alauddin Aladin is an AI Automation expert helping businesses streamline operations, boost productivity, and scale effortlessly using tools like Make.com and n8n. With over a decade of experience in digital systems and automation strategy, Alauddin empowers entrepreneurs to save time and grow smarter through intelligent workflows and AI-driven solutions.

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