Hillary L.

Key Skills

Software

Data Annotation Tech

Top Subject Matter

AI / LLM response evaluation and UX/usability assessment

Legal Services & Contract Review

Regulatory Compliance & Risk Analysis

Top Data Types

Text

Document

Top Task Types

No task types listed

Freelancer Overview

AI / UX Evaluation Work (DataAnnotation / Outlier / UserTesting) — score and evaluate AI outputs and usability. Brings 14+ years of professional experience across legal operations, contract review, compliance, and structured analysis. Core strengths include Data Annotation Tech. Education includes Bachelor of Science, Indiana University, Bloomington and Non-Degree Program, Parsons School of Design. AI-training focus includes data types such as Text and labeling workflows including Evaluation and Rating.

Labeling Experience

AI / UX Evaluation Work (DataAnnotation / Outlier / UserTesting) — score and evaluate AI outputs and usability

Data Annotation TechText

Scored AI-generated responses for factuality and reasoning quality against structured rubrics while identifying common loss patterns that explain how and why model outputs fail. Evaluated model outputs for accuracy and preference in visual and audial comparison tasks. Conducted structured usability evaluations of digital products to surface UX failures and friction points with actionable written feedback. • Factuality and reasoning quality scoring using rubric-based evaluation • Loss pattern analysis to document failure modes • Preference/accuracy judgments for comparison tasks • Usability evaluation write-ups for UX findings

2026 - Present

Education

Work History