Rethrowing with additional information serves several purposes: 1) Adds contextual information to the error, 2) Maintains the error chain for debugging, 3) Allows lower-level errors to be enriched with higher-level context, 4) Helps in understanding where and why the error occurred, 5) Facilitates better error tracking and logging, 6) Common pattern in error handling middleware or libraries, 7) Enables proper error propagation through application layers, 8) Helps in building more maintainable error handling systems.