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Riley Bennett

Freelance Prompt Designer & AI Interaction Specialist

USA flag
Raleigh, Usa
ExpertOther

Key Skills

Software

Other

Top Subject Matter

Ethics Domain Expertise
Science Domain Expertise
History Domain Expertise

Top Data Types

TextText
DocumentDocument

Top Task Types

Prompt Response Writing SFT

Freelancer Overview

Freelance Prompt Designer & AI Interaction Specialist. Brings 6+ years of professional experience across complex professional workflows, research, and quality-focused execution. Core strengths include Other. Education includes Bachelor of Arts, North Carolina State University (2022). AI-training focus includes data types such as Text and labeling workflows including Prompt + Response Writing (SFT), Evaluation, and Rating.

Expert

Labeling Experience

Independent Research Project: Safety vs. Creativity Trade-offs in Prompt Engineering

OtherText
Conducted an independent research project evaluating 200+ prompt variations and their effects on AI output quality and risk management. Analyzed the trade-offs between creativity and safety in prompt engineering for AI systems. Used results to inform guidelines for balanced prompt development practices. • Assessed AI model outputs on quality, diversity, and risk dimensions. • Developed comparative frameworks for evaluating trade-offs. • Synthesized findings into actionable lessons for prompt writers. • Regularly updated with new experimental results.

Conducted an independent research project evaluating 200+ prompt variations and their effects on AI output quality and risk management. Analyzed the trade-offs between creativity and safety in prompt engineering for AI systems. Used results to inform guidelines for balanced prompt development practices. • Assessed AI model outputs on quality, diversity, and risk dimensions. • Developed comparative frameworks for evaluating trade-offs. • Synthesized findings into actionable lessons for prompt writers. • Regularly updated with new experimental results.

2024 - Present

Freelance Prompt Designer & AI Interaction Specialist

OtherTextPrompt Response Writing SFT
Authored and iterated over 450 original prompts across 20+ topics and formats to train and challenge AI models. Created reasoning-challenge and safety-focused red-team prompt suites for evaluating AI model logical consistency, creativity, factual accuracy, and safety compliance. Incorporated user and stakeholder feedback into rapid prompt revisions to improve clarity and effectiveness. • Designed prompts for ethical dilemmas, historical scenarios, scientific reasoning, and multi-turn dialogue. • Contributed to improved AI guardrails in three AI writing tools. • Maintained a public portfolio of prompt frameworks and examples. • Iterated content based on structured feedback from 150+ users.

Authored and iterated over 450 original prompts across 20+ topics and formats to train and challenge AI models. Created reasoning-challenge and safety-focused red-team prompt suites for evaluating AI model logical consistency, creativity, factual accuracy, and safety compliance. Incorporated user and stakeholder feedback into rapid prompt revisions to improve clarity and effectiveness. • Designed prompts for ethical dilemmas, historical scenarios, scientific reasoning, and multi-turn dialogue. • Contributed to improved AI guardrails in three AI writing tools. • Maintained a public portfolio of prompt frameworks and examples. • Iterated content based on structured feedback from 150+ users.

2023 - Present

Creative Content Developer & Workshop Facilitator

OtherTextPrompt Response Writing SFT
Created 300+ interactive prompts and scenario-based exercises to test and train both human participants and AI systems. Developed complex ethical dilemma series and decision trees for creative and logical boundary testing. Adapted and refined prompt content based on direct feedback and outcome data. • Prompts covered speculative fiction, mythology, policy, and self-development. • Collaborated with instructors on testing and refining prompts. • Improved workshop and AI engagement and satisfaction scores consistently. • Wrote accessible, structured instructional materials to support prompt use.

Created 300+ interactive prompts and scenario-based exercises to test and train both human participants and AI systems. Developed complex ethical dilemma series and decision trees for creative and logical boundary testing. Adapted and refined prompt content based on direct feedback and outcome data. • Prompts covered speculative fiction, mythology, policy, and self-development. • Collaborated with instructors on testing and refining prompts. • Improved workshop and AI engagement and satisfaction scores consistently. • Wrote accessible, structured instructional materials to support prompt use.

2022 - 2023

Capstone Project: 'Prompt Laboratory'

OtherTextPrompt Response Writing SFT
Designed and presented a collection of 75 original prompt frameworks for testing AI reasoning, creativity, and ethics for a capstone university project. Evaluated AI and human responses to these prompt scenarios, refining them based on clarity, challenge, and engagement criteria. Project received recognition for innovation and was featured at a major literary festival. • Focus on reasoning, ethical decision-making, and creative diversity. • Incorporated structured templates and style guide adherence. • Analyzed and iterated data based on feedback and performance. • Documented findings to inform future AI prompt engineering projects.

Designed and presented a collection of 75 original prompt frameworks for testing AI reasoning, creativity, and ethics for a capstone university project. Evaluated AI and human responses to these prompt scenarios, refining them based on clarity, challenge, and engagement criteria. Project received recognition for innovation and was featured at a major literary festival. • Focus on reasoning, ethical decision-making, and creative diversity. • Incorporated structured templates and style guide adherence. • Analyzed and iterated data based on feedback and performance. • Documented findings to inform future AI prompt engineering projects.

2022 - 2022

Junior Narrative Designer & Copywriter

OtherTextPrompt Response Writing SFT
Developed branching storylines, interactive scenarios, and dialogues to train AI systems and digital experiences. Tested and revised narrative data for accuracy, emotional appeal, and compliance risks. Iterated assets under feedback for final implementation in agency and client projects. • Focused on compliance, user engagement, and creative quality. • Enhanced content using original narrative frameworks and templates. • Delivered annotated and structured data well ahead of schedule. • Maintained consistency with brand and project guidelines throughout.

Developed branching storylines, interactive scenarios, and dialogues to train AI systems and digital experiences. Tested and revised narrative data for accuracy, emotional appeal, and compliance risks. Iterated assets under feedback for final implementation in agency and client projects. • Focused on compliance, user engagement, and creative quality. • Enhanced content using original narrative frameworks and templates. • Delivered annotated and structured data well ahead of schedule. • Maintained consistency with brand and project guidelines throughout.

2021 - 2021

Education

N

North Carolina State University

Bachelor of Arts, Creative Writing

Bachelor of Arts
2018 - 2022

Work History

I

Independent Contractor

Freelance Prompt Designer & AI Interaction Specialist

Raleigh
2023 - Present
N

North Carolina Writers’ Cooperative

Creative Content Developer & Workshop Facilitator

Durham
2022 - 2023