Jonathan Henry
Woodway
Summary
Analytical AI training specialist and content reviewer with strong expertise in writing prompt development, and evaluation of large language model outputs. Experienced in adopting a user-focused mindset to generate natural prompts and assess AI responses for clarity, accuracy, reasoning, and instruction compliance. Proficient in technical writing editorial analysis, and structured evaluation of complex content. Passionate about improving AI systems through careful analysis high-quality feedback, and detailed model assessment.
Overview
8
8
years of professional experience
5
5
Certifications
1
1
Language
Work History
AI Content Reviewer & Training Specialist (Freelance)
01.2023 - Current
- Created professional-level prompts that simulate real user needs and interactions with AI systems.
- Evaluated and ranked AI responses from large language models based on clarity factual accuracy logical reasoning, and instruction adherence.
- Offered structured written explanations when comparing model outputs to determine the most helpful response.
- Reviewed AI outputs to identify hallucinations, errors in reasoning, or information that misleads.
- Produced natural language prompts to test model behavior across tasks in writing, research, and reasoning.
- Gave feedback to improve the usefulness and reliability of AI systems.
Frontend Developer
Rackspace Technology
01.2021 - 01.2024
- Built responsive web interfaces using React and modern JavaScript frameworks.
- Analyzed system behavior and debugged issues for better functionality and performance.
- Documented technical processes and created clear developer documentation.
- Worked with product teams for better user experience and application usability.
Content Writer & Technical Editor
01.2021 - 01.2023
- Created high-quality written content including technical documentation, tutorials, and analytical articles.
- Edited and reviewed written materials to ensure clarity, accuracy, grammar quality, and logical flow.
- Evaluated content from multiple sources and synthesized information into structured, reader-friendly documentation.
- Provided editorial feedback to improve readability, coherence, and informational accuracy.
- Conducted research to support complex topics including technology, AI tools, and digital platforms.
Technical Support Analyst
Dell Technologies
01.2018 - 01.2021
- Investigated and resolved technical issues across software and hardware environments.
- Analyzed complex problems and identified root causes using structured techniques for troubleshooting.
- Produced clear documentation explaining solutions and steps for troubleshooting.
- Maintained detailed records of technical incidents and system performance.
Education
Bachelor of Science - Information Technology
University of Texas at Austin
Austin, TexasSkills
- AI Response Evaluation
- Prompt Engineering & Prompt Design
- Content Review & Editorial Analysis
- Analytical Problem Solving
- Technical & Professional Writing
Websites
Certification
Prompt Engineering for ChatGPT Vanderbilt University via Coursera | 2024
Tools & Technologies
- Prompt Engineering Tools
- Large Language Models (LLMs)
- AI Data Annotation Platforms
- Google Workspace
- JavaScript
- React
- Next.js
- HTML & CSS
- Git & GitHub
Additional Strengths
- Skilled professional writing and editorial abilities
- Capacity to examine complex AI responses and explain reasoning
- Background reviewing content with high attention to accuracy and detail
- Comfortable working with emerging AI tools and research workflows
Timeline
AI Content Reviewer & Training Specialist (Freelance)
01.2023 - Current
Frontend Developer
Rackspace Technology
01.2021 - 01.2024
Content Writer & Technical Editor
01.2021 - 01.2023
Technical Support Analyst
Dell Technologies
01.2018 - 01.2021
Bachelor of Science - Information Technology
University of Texas at Austin