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Olushoga D.

Olushoga D.

Senior AI Data Annotator & LLM Evaluator (Remote, Contract; multiple AI platforms)

USA flagDenton, Usa

Key Skills

Software

Scale AIScale AI
Don't disclose
LabelboxLabelbox

Top Subject Matter

LLM output evaluation
instruction-following quality
safety/toxicity assessment

Top Data Types

TextText
ImageImage
DocumentDocument

Top Task Types

ClassificationClassification
RLHFRLHF
Red TeamingRed Teaming
Entity (NER) ClassificationEntity (NER) Classification

Freelancer Overview

Senior AI Data Annotator & LLM Evaluator (Remote, Contract; multiple AI platforms). Core strengths include Scale AI, Don't disclose, and Labelbox. Education includes Bachelor of Arts, N/A (2020). AI-training focus includes data types such as Text and Image and labeling workflows including Evaluation, Rating, and Classification.

Labeling Experience

Scale AI

Senior AI Data Annotator & LLM Evaluator (Remote, Contract; multiple AI platforms)

Scale AIScale AITextText

Responsible for evaluating thousands of LLM-generated responses for factual accuracy, coherence, tone appropriateness, and strict adherence to provided instructions across general knowledge, STEM, creative writing, and coding domains. Produced structured comparative rankings and written rationales to support RLHF-style feedback and iterative model improvement. Identified, documented, and categorized recurring failure modes such as hallucinations, instruction drift, and unsafe content using standardized evaluation rubrics. • Performed comparative response scoring, ranking, and rating based on rubric criteria • Conducted red-teaming and adversarial prompt testing to surface model vulnerabilities • Flagged toxicity and safety issues and reviewed output consistency against requirements • Calibrated guidelines with QA teams and resolved rubric edge-case disagreements

2022 - Present
Labelbox

Data Annotation Specialist

LabelboxLabelboxImageImageClassificationClassificationRLHFRLHF

No description provided.

2020 - 2022

Data Annotation Specialist (Remote, Contract)

Don't discloseTextTextClassificationClassification

Annotated text (and also image and audio) datasets for supervised machine learning projects including sentiment analysis, named entity recognition, and intent classification. Applied labeling schemas consistently to achieve high inter-annotator agreement and ensure dataset reliability for downstream training. Reviewed peer annotations, flagged inconsistencies, and recommended schema clarifications while adapting to evolving guideline updates across concurrent projects. • Performed structured annotation for sentiment, NER, and intent classification tasks • Maintained high annotation quality with strong inter-annotator agreement • Conducted quality checks of peer work and reported inconsistencies • Updated labeling practices according to changing project guidelines

2020 - 2022

Education

N

N/A

Bachelor of Arts, Linguistics & Cognitive Science

Bachelor of Arts
2017 - 2020
B

Birmingham City University

Master of Science, Computer Science

Master of Science
Not specified

Work History

B

B.O.B NHS (Integrated Care Board)

Senior Platform & Data Architect

London
2024 - Present
T

The Royal College of Physicians

Lead Cloud & Data Architect

London
2023 - 2025