Stephen Olaleye

Python developer with six years of experience, with a growing specialism in AI systems work: evaluating and validating autonomous agent behaviour, and supporting AI task delivery and data annotation pipelines. Skilled at reasoning through complex systems and policies to hold AI outputs to clear, consistent standards. Builds on a strong software engineering foundation spanning application development, data analysis, and API/database integration, giving a practical, end-to-end understanding of the systems AI agents operate within.

Reliable collaborator with cross-functional teams and a consistent record of self-directed learning across AI, data science, and cloud tooling.

AI Systems Evaluator: IT Operations & AI Task Delivery - Toloka / Mindrift

(2024-07)

• Design, review, and validate evaluation scenarios for autonomous AI agents, ensuring test cases are logically sound, realistic, and aligned with intended agent behaviour.
• Perform audio and video annotation to support model training and evaluation, ensuring accuracy and consistency across labelled datasets.
• Act as a human reviewer reasoning through complex systems and policies, holding agent outputs to clear, consistent evaluation standards.

Python Developer (Contract) - Dream Box Global Tech

(2019-11)

• Design, build, and maintain Python applications and internal libraries, working directly with front-end and backend developers and stakeholders to deliver complete solutions.
• Support AI task delivery workstreams, including data annotation and preparation of structured datasets used to train and evaluate models.
• Perform data analysis to support project and business decisions.
• Integrate third-party APIs and services, and design database structures and queries (SQL and NoSQL) to support application data needs.
• Write and run unit and integration tests, debug issues, and maintain code quality through version-controlled workflows (Git).
• Apply security best practices, including authentication, authorization, and encryption, across applications handling sensitive data.
• Monitor application performance to identify and resolve bottlenecks, and maintain technical documentation covering code and system architecture.

DevOps Engineer (Internship) - Darey.io

(2021-07 - 2022-12)

• Contribute to building CI/CD pipelines, gaining end-to-end exposure to the software delivery process.
• Collaborate with the development team through Git-based workflows and code reviews.
• Apply Docker for containerisation to support consistent, repeatable deployments.
• Support cloud platform tasks focused on resource optimisation and scalability.
• Use Bash and Python to automate routine operational tasks.
• Led the initiative to document infrastructure configurations and processes, building a reusable internal knowledge base.

B.Tech - Federal University of Technology, Minna (2009-09 - 2013-06)

DevOps Engineering - Darey.io (2021-01 - 2022-12)

Data Science with Python - Simplilearn/SkillUp (2023-01 - 2023-12)

AWS Cloud Computing - Simplilearn/SkillUp (2023-01 - 2023-12)

Cloud Computing - Simplilearn/SkillUp (2023-01 - 2023-12)