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Ben Flynn

Ben Flynn

AI Training Specialist - Machine Learning & Content Writing

USA flag
Baltimore, Usa
$20.00/hrIntermediateInternal Proprietary Tooling

Key Skills

Software

Internal/Proprietary Tooling

Top Subject Matter

No subject matter listed

Top Data Types

TextText
ImageImage

Top Label Types

Entity Ner Classification
Segmentation
Text Generation
Text Summarization
Prompt Response Writing SFT
Bounding Box
Object Detection

Freelancer Overview

At RWS, I spent a year and a half as an AI Training Specialist working across multiple data types. I annotated images with bounding boxes and visual tags for computer vision models, labeled text data for NLP tasks including sentiment analysis, entity recognition, and content classification, transcribed and annotated audio for speech recognition improvement, and tagged video content with timestamps and object tracking. What sets me apart from a typical annotator is five years of professional content writing experience running alongside that work. Most annotators evaluate outputs based on technical criteria alone. My writing background means I catch the subtler things that affect real-world performance, tone inconsistencies, context misalignment, unnatural phrasing, and factual inaccuracies that a non-writer would likely miss. I've also written extensively about AI and LLMs as a content professional, covering topics like how large language models are reshaping content marketing and where AI struggles in content creation. That combination of hands-on annotation experience and deep content expertise gives me an editorial layer of judgment that's difficult to train from scratch.

IntermediateEnglish

Labeling Experience

AI Trainer

Internal Proprietary ToolingImageBounding BoxObject Detection
Worked as an AI Training Specialist at RWS, contributing to computer vision model development through image annotation and visual data labeling. Annotated images by identifying and drawing precise bounding boxes around objects to train object detection models. Tagged visual elements with relevant labels and attributes to help models recognize and classify objects across varied contexts and environments. Conducted quality reviews of annotated image datasets to verify accuracy, consistency, and adherence to project guidelines. Identified and corrected labeling inconsistencies to maintain high quality training sets for computer vision applications.

Worked as an AI Training Specialist at RWS, contributing to computer vision model development through image annotation and visual data labeling. Annotated images by identifying and drawing precise bounding boxes around objects to train object detection models. Tagged visual elements with relevant labels and attributes to help models recognize and classify objects across varied contexts and environments. Conducted quality reviews of annotated image datasets to verify accuracy, consistency, and adherence to project guidelines. Identified and corrected labeling inconsistencies to maintain high quality training sets for computer vision applications.

2024 - 2025

AI Training Specialist - Text Annotation and LLM Output Evaluation

Internal Proprietary ToolingTextEntity Ner ClassificationSegmentation
Worked as an AI Training Specialist at RWS, contributing to large language model development through text-based data annotation and output evaluation. Labeled text datasets for NLP applications including sentiment analysis, entity recognition, and content classification. Evaluated AI-generated text outputs against human benchmarks, flagging inaccurate, inconsistent, or contextually misaligned responses for model improvement. Conducted quality reviews of annotated datasets to verify accuracy and adherence to project guidelines. Brought editorial judgment from five years of professional content writing to identify tone drift, unnatural phrasing, factual inaccuracies, and context misalignment in AI outputs.

Worked as an AI Training Specialist at RWS, contributing to large language model development through text-based data annotation and output evaluation. Labeled text datasets for NLP applications including sentiment analysis, entity recognition, and content classification. Evaluated AI-generated text outputs against human benchmarks, flagging inaccurate, inconsistent, or contextually misaligned responses for model improvement. Conducted quality reviews of annotated datasets to verify accuracy and adherence to project guidelines. Brought editorial judgment from five years of professional content writing to identify tone drift, unnatural phrasing, factual inaccuracies, and context misalignment in AI outputs.

2024 - 2025

Education

E

Elon University

Bachelor of Arts, Journalism

Bachelor of Arts
2011 - 2015

Work History

A

Assertive Media UK

Content Writer

London
2021 - Present
R

RWS

AI Training Specialist at

Baltimore
2024 - 2025