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Deanna K.

Deanna K.

AI Evaluation & Adversarial Testing (Freelance / Independent Contractor)

USA flagKissimmee, Usa

Key Skills

Software

Data Annotation TechData Annotation Tech
LabelboxLabelbox
MindriftMindrift

Top Subject Matter

Adversarial AI evaluation (LLM red teaming, prompt failure-mode testing)
Legal Services & Contract Review
Regulatory Compliance & Risk Analysis

Top Data Types

TextText
DocumentDocument
VideoVideo

Top Task Types

Red TeamingRed Teaming
RLHFRLHF
Evaluation/RatingEvaluation/Rating
Prompt + Response Writing (SFT)Prompt + Response Writing (SFT)
Text SummarizationText Summarization
Text GenerationText Generation
Fine-tuningFine-tuning
Data CollectionData Collection

Freelancer Overview

AI Evaluation & Adversarial Testing (Freelance / Independent Contractor). Brings 6+ years of professional experience across legal operations, contract review, compliance, and structured analysis. Core strengths include Don't disclose. Education includes Bachelor of Science, Western Governors University (2023) and Information Technology Certificate, Full Sail University (2023). AI-training focus includes data types such as Text and labeling workflows including Red Teaming.

Labeling Experience

AI Evaluation & Adversarial Testing (Freelance / Independent Contractor)

Don't discloseTextTextRed TeamingRed Teaming

Conducts adversarial evaluation of large language models using variant-specific, multi-document prompt contexts. Probes for instruction-following weaknesses, safety-limit bypasses, and failure modes that can be induced by carefully designed prompts. Produces qualitative assessment outputs, including rubrics and written analysis, to distinguish genuine model failures from misleading “successful-looking” runs. • Designs and runs adversarial test cases for LLMs • Writes natural-language grading rubrics for evaluator-model rating • Analyzes outputs for instruction adherence and specific failure modes • Generates synthetic documents and test materials for evaluation scenarios

2025 - Present

Education

F

Full Sail University

Information Technology Certificate, Information Technology

Information Technology Certificate
2023 - 2023
W

Western Governors University

Bachelor of Science, Cybersecurity and Information Assurance

Bachelor of Science
2023

Work History

F

Freelance / Independent Contractor

AI Evaluation & Adversarial Testing Contractor

Tampa
2025 - Present
F

Freelance / Independent Contractor

Delivery & Logistics Contractor

Tampa
2021 - Present