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H
Haley H.

Haley H.

Chief of Staff & Operations in Contract Review, Compliance, and Legal Research

USA flagHouston, Usa

Key Skills

Software

Internal/Proprietary Tooling
RemotasksRemotasks
Label StudioLabel Studio
LabelboxLabelbox
SuperAnnotateSuperAnnotate

Top Subject Matter

Legal Services & Contract Review
Regulatory Compliance & Risk Analysis
Legal Research & Document Analysis

Top Data Types

ImageImage
TextText
DocumentDocument

Top Task Types

ClassificationClassification
Object DetectionObject Detection
Question AnsweringQuestion Answering
Evaluation/RatingEvaluation/Rating
Prompt + Response Writing (SFT)Prompt + Response Writing (SFT)

Freelancer Overview

Chief of Staff & Operations in Contract Review, Compliance, and Legal Research. Brings 17+ years of professional experience across complex professional workflows, research, and quality-focused execution.

Labeling Experience

Outlier Operations

AudioAudioEvaluation/RatingEvaluation/Rating

Responsibilities included overseeing quality control processes, performing Evaluation Rating on large volumes of training data, auditing labeled examples for accuracy and consistency, and enforcing strict rubric guidelines across multiple projects. Collaborated with labeling teams to maintain high data quality standards, identified patterns in model weaknesses, escalated critical issues, and contributed to operational improvements that enhanced overall training pipeline efficiency. Worked across diverse domains including business, STEM, and general AI alignment tasks while consistently meeting or exceeding performance targets.

2025 - 2025

Outlier

VideoVideoClassificationClassification

Performed high-quality AI training and data labeling tasks on the Outlier platform to improve large language model performance. Responsibilities included evaluating AI-generated responses for accuracy, coherence, and helpfulness; ranking multiple model outputs; rewriting responses to meet strict quality standards; and providing detailed feedback on reasoning, factuality, and instruction adherence. Worked on diverse datasets covering STEM, general knowledge, process and creative tasks. Consistently maintained top-tier quality scores and contributed to projects involving thousands of examples

2025 - 2025

Remotasks AI Data Labeling- squidink

ImageImageBounding BoxBounding Box

Performed high-volume AI data labeling and annotation tasks on the Remotasks (Scale AI) platform. Specialized in computer vision projects involving image and video annotation for training machine learning models. Completed tasks such as Bounding Box annotation, Object Detection, Segmentation, Polyline, and Point Key Point labeling across diverse datasets. Maintained high accuracy and consistency while working under strict quality guidelines and tight deadlines. Contributed to large-scale projects supporting autonomous vehicles, robotics, and general visual AI systems. Demonstrated strong attention to detail and ability to handle complex annotation workflows efficiently.

2024 - 2024

Outlier Video Bizdev

DocumentDocumentEvaluation/RatingEvaluation/Rating

Contributed to Outlier’s Video Bizdev project, focusing on training AI models for business-oriented video content. Performed Evaluation Rating tasks on short business development videos, sales pitches, marketing clips, and client-facing scenarios. Evaluated AI-generated video scripts, full video outputs, and multimodal responses for professionalism, clarity, engagement, persuasive impact, brand alignment, and overall effectiveness. Ranked multiple outputs, provided detailed qualitative feedback, and ensured content met high business communication standards. Supported the improvement of video-understanding and video-generation capabilities for real-world business applications.

2024 - 2024

Education

U

University of Texas - Austin

N/A, Computer Science

N/A
2017 - 2018
T

The Briarwood School

High School Diploma, General Studies

High School Diploma
2004 - 2008

Work History

H

Haley Hester Juarez Consulting

Tech Consultant

N/A
2016 - Present
O

OBM

Senior Customer Success Manager

N/A
2024 - 2025