Gilbert Kiprop Chepkonga

AI labelling

AfterQuery Experts

Feb 2026 - Current (6 months)

Image Evaluation Expert

Handshake AI

Aug 2025 - Current (1 year)

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Teaching Practicum & Curriculum Designer - Biology & Agriculture

Pwani University Teaching Attachment School

Aug 2024 - Current (2 years)

• Designed and delivered Biology and Agriculture lessons, translating complex scientific and agricultural concepts into clear, structured content. • Created structured assessment materials including rubrics, quizzes, and evaluation criteria directly applicable to AI prompt and response evaluation tasks. • Managed classroom data, tracked learner progress, and produced written reports demonstrating strong documentation and analytical skills. • Implemented an Income Generating Activity project, producing a full portfolio including a project plan, product catalogue, and financial records.

AI Data Annotator

freelance

Aug 2023 - Current (3 years)

• Annotated and classified complex medical image data across five clinical domains - Wound Triage, Burn Classification, Skin Lesion Screening, Red-Eye Triage, and Rash Identification - with zero tolerance for error. • Authored structured, natural-sounding context documents for each annotation task, applying scientific accuracy to produce training data that reads as human-written. • Identified and escalated ambiguous edge cases, reducing downstream labelling errors and improving overall dataset integrity. • Consistently met strict deadlines across high-volume batches while maintaining top-tier quality standards.

Freelance Transcriptionist/Annotator

Self-employed

May 2023 - Current (3 years 3 months)

• Transcribed audio and video content for marketing and business clients, delivering accurate, formatted transcripts with fast turnaround. • Handled diverse accents, technical vocabulary, and multi-speaker recordings, maintaining 98%+ accuracy rates.

Freelance Tutor - Biology & Agriculture

Self-employed

May 2023 - Current (3 years 3 months)

• Tutored secondary school students in Biology, Agriculture, and related sciences, adapting explanations to different learning levels. • Developed custom study materials and assessments, honing skills in content creation and quality evaluation.

Freelance Writer

Self-employed

May 2022 - Current (4 years 3 months)

• Produced engaging long-form and short-form content spanning educational articles, blog posts, and AI training prompts across science and lifestyle niches. • Wrote and refined AI model responses as part of RLHF pipelines, crafting clear, accurate, and well-structured outputs that improve model behaviour. • Adapted writing style and tone to diverse briefs, consistently meeting client expectations and platform guidelines. • Leveraged trilingual ability (English, Dutch, Kiswahili) to produce and review content for multiple regional markets.

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AI Annotator

Jan 2021 - Current (5 years 7 months)

Generalist

Upwork

Jun 2019 - Current (7 years 2 months)

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AI Data Annotator

May 2019 - Current (7 years 3 months)

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AI Data Annotator

May 2019 - Current (7 years 3 months)

Gilbert Kiprop Chepkonga

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