This project demonstrates the engineering of a reproducible data pipeline designed to automate IRS tax compliance for high-volume collectible sales. By leveraging the R Tidyverse and LaTeX, the system transforms raw, disparately formatted marketplace exports into professional, audit-ready Form 8949 statements. The workflow incorporates advanced data sanitization techniques—including cryptographic hashing and price obfuscation—to ensure privacy for public release without compromising the integrity of the analysis. This “non-destructive” architectural approach replaces manual spreadsheet entry with a single-command solution, providing a scalable and transparent framework for managing complex capital gains reporting.