Adeyemi Olayemi

Versatile, analytical, and highly technical IT Specialist, AI Annotator, and Digital Marketing Manager with over 7 years of remote freelance and contract experience. Proven track record spanning advanced hardware diagnostics, cloud ecosystem troubleshooting, multi-channel growth architecture, and high-fidelity AI data engineering. Expert at auditing AI model outputs for hallucinations, logic gaps, and guideline compliance, while leveraging strong technical acumen to run edge-case scenario testing on complex conversational models.

Recognized for strict adherence to granular scoring rubrics to optimize machine learning systems and digital products.

Technical AI Evaluator & Independent Contractor at MERCOR INTELLIGENCE (2026-07 – Present)

• Evaluate complex, specialized AI model outputs for technical logic, structural compliance, and factual accuracy based on rigorous engineering rubrics.
• Run edge-case scenario tests on conversational agents to identify semantic limitations and optimize data feedback loops that power next-generation AI research.

Technical Support & HP Instant Ink Specialist (Contract) at LIMITLESS (HP SUPPORT) (2025-05 – Present)

• Provide high-concurrency remote technical support and cloud ecosystem troubleshooting for HP hardware and subscription networks across North America.
• Diagnose complex hardware, firmware, and electromechanical failures (including integrated printhead circuits and main logic board deadlocks) across OfficeJet Pro, ENVY, and DeskJet lines.
• Guide remote clients through advanced OS deployment and system recovery paths, bypassing corrupted local/cloud partitions using custom external USB media boot configurations.
• Manage the complete lifecycle of customer engineering tickets, documenting detailed hardware logs and escalating verified component defects to advanced logistics for factory warranty fulfillment.
• Maintain an exceptional customer satisfaction (CSAT) rating while managing multi-channel chat queues and delivering rapid, high-impact diagnostic resolutions.

SEO and Website Manager (Contract) at INTEGRATED AERIAL PRECISION (2024-07 – Present)

• Lead overarching organic growth strategies, driving targeted traffic increases through rigorous keyword research, on-page optimization, and technical link-building campaigns.
• Monitor key SEO metrics to deliver actionable performance insights, collaborating with cross-functional teams to manage web architecture and maintain flawless UX/UI functionality.

Website & Social Media Manager (Contract) at ECHITECH ENGINEERING SERVICES (2024-07 – Present)

• Drive the digital presence and B2B lead-generation strategy for a premier engineering and HSE safety training firm.
• Architect and execute high-converting Meta (Facebook/Instagram) and LinkedIn advertising campaigns, utilizing advanced "Click-to-WhatsApp" automations to drive enrollments for internationally recognized AOSH safety courses.
• Manage domain infrastructure, DNS configurations, and server updates to maintain maximum uptime for echitech.com.
• Integrate seamless lead-generation funnels using Zoho Forms with pre-filled URL parameters (Magic Links) and automated email notifications.

AI Specialist – IT Support Domain & Generalist (Freelance) at APPEN (2025-01 – Present)

• Audit AI-generated technical solutions for IT support queries, correcting domain-specific errors, syntax issues, and formatting discrepancies.
• Utilize granular project guidelines to grade model responses for helpfulness, tone alignment, and factual grounding.

AI Generalist & Mystery Buyer (Freelance) at TELUS INTERNATIONAL (2024-10 – Present)

• Conduct end-to-end digital product evaluations and localized search testing to assess user interface flows and platform performance.
• Write highly structured feedback reports tracking technical errors, design bugs, and search result relevance.

AI Annotator (Freelance) at OPENTRAIN AI (2024-01 – Present)

• Coordinate precise data labeling workflows across specialized platforms like CVAT.ai and Lionbridge, managing complex legal, medical, and technical data corpuses.
• Maintain 99%+ accuracy thresholds to deliver optimized, pristine training data for target machine learning models.

AI Annotator (Freelance) at MINDRIFT (2023-05 – Present)

• Categorize and label complex datasets spanning text, image, and audio formats to support high-fidelity model training.
• Draft ground-truth rewrite models to train LLMs on logical consistency, contextual nuances, and natural dialogue flows.

Digital Marketing Manager & Ads Specialist (Full-Time) at DR SEYI ABSOLUTE WELLNESS LTD (2024-10 – 2026-01)

• Managed multi-channel digital strategies, paid advertising configurations, and content calendars to scale brand visibility and maximize campaign ROI.

Remote SEO Specialist (Full-Time) at CHICAGO SEO COMPANY (2022-02 – 2024-04)

• Scaled organic search metrics by 40% within a 12-month window and integrated SEO insights with PPC campaigns across Google, Bing, and Facebook Ads for a portfolio of 30+ client accounts.

Microsoft Answers Support Community Expert & Expert Advisor (Contract) at LIMITLESS TECHNOLOGY (2019-05 – 2024-01)

• Delivered specialized, on-demand technical support for Microsoft 365, Windows, and Xbox ecosystems across live chat and community forum channels.
• Resolved intricate software conflicts by utilizing internal knowledge bases to translate complex technical jargon into clear, actionable client solutions.

Community Manager and Social Media Strategist (Full-Time) at NAIRALAND FORUM (2013 – 2016)

• Supervised and moderated user actions for millions of members on Africa's largest online forum, safeguarding community standards and driving platform visibility.

Postgraduate Diploma (PGD) in Information Technology – National Open University of Nigeria (NOUN) (2024)

B.Sc. in Agricultural Economics – Federal University of Agriculture, Abeokuta (FUNAAB) (2012 – 2016)