Richard Winstone

Key Skills

Software

Data Annotation Tech

Other

Top Subject Matter

No subject matter listed

Top Data Types

Text

Top Label Types

Text Generation

Prompt Response Writing SFT

Freelancer Overview

Over the past three years, I've worked for both DataAnnotation and I'm currently working on Outlier as a Generalist and an Oracle. With DA, I mainly did fact checking and comparing responses, but I also utilised my Master's degree in Mathematics occasionally. With Outlier, my primary tasks are rubric building for model responses.

Labeling Experience

AI Generalist

OtherTextPrompt Response Writing SFT

With Outlier.AI, I'm a generalist and an oracle. As a generalist, I work on projects that are primarily rubric based. I create model customisation prompts, user prompts, then review the given responses, mark them against a rubric I create and sometimes write a golden response myself. As an oracle, I mark other's work against a given rubric to ensure high-quality work is being given by other freelancers.

With Outlier.AI, I'm a generalist and an oracle. As a generalist, I work on projects that are primarily rubric based. I create model customisation prompts, user prompts, then review the given responses, mark them against a rubric I create and sometimes write a golden response myself. As an oracle, I mark other's work against a given rubric to ensure high-quality work is being given by other freelancers.

2025

AI Freelancer

Data Annotation TechTextText Generation

I worked for DA for a little over 18 months. I worked on a variety of projects training their LLMs. Primarily, I'd rate multiple responses to the same prompts, I'd fact check models and I'd rewrite responses. I also worked on a variety of math-based projects, both creating prompts and giving the correct answers, at various levels from middle school up to university level.

I worked for DA for a little over 18 months. I worked on a variety of projects training their LLMs. Primarily, I'd rate multiple responses to the same prompts, I'd fact check models and I'd rewrite responses. I also worked on a variety of math-based projects, both creating prompts and giving the correct answers, at various levels from middle school up to university level.

2023 - 2025

Education

Work History