Built a production-grade automation bot in Python using Playwright that monitors a live e-commerce platform in real time for item availability, detects purchase options the instant they appear in the DOM, and navigates through a multi-step checkout flow automatically. Key features include in-page JavaScript fetch() polling to avoid server-side bot detection, direct checkout URL extraction to skip intermediate steps, hybrid manual/auto OAuth handling, and anti-fingerprinting measures. The bot consistently achieves sub-2-second response time from detection to payment gateway.