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Tosin Omolewu

Executive Product & Technology Leader specializing in AI-driven platforms and digital transformation

PriFi Tech Management ConsultantsCal Poly PomonaIrvine, CA25 Years ExperienceExecutive LevelWorks On-Site

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About

Engineering/tech leader with experience spanning major platforms (mentions Microsoft and AWS) and leading ML-driven product architecture (ranking systems). Describes driving a shift to a layered, API-standardized service architecture (including vector database components) that materially increased delivery speed (weeks to hours) while improving scalability and security, and emphasizes rigorous execution reviews (QDR/OKRs) plus transparent remote-team operating rhythms.

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Key Strengths

  • Business-outcome-driven technology roadmaps (starts from business goals, translates into technical execution)
  • Led architecture changes that improved scalability via independently scalable layers and stable APIs
  • Improved product velocity by decoupling services; features reduced from weeks to hours
  • Strong execution governance via structured review/quality cycles (e.g., QDR) and measurable impact tracking
  • Cross-team alignment through standardized API contracts and clear service ownership
  • Effective stakeholder translation of technical work into business impact (including investor communication)
  • Builds distributed-team culture emphasizing clarity, autonomy, transparency, and continuous improvement

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Experience

Principal ConsultantPriFi Tech Management Consultants · Jan 2024 – Presentfreelance
Fractional CTOFireside Pharmacy · Dec 2024 – Presentcontract
Senior Director of EngineeringGitHub · Dec 2024 – Jul 2025
Head of Product Management & TechnologyAmazon · Jan 2021 – Jan 2024
Sr. Director - Product Management & Inlife EngineeringComcast · Jan 2014 – Jan 2021
Director - Professional ServicesSeaChange International Inc. · Jan 2004 – Jan 2014
Senior Software EngineerRicardo, Inc. · Jan 2001 – Jan 2003
Software DeveloperHummingBox, Inc. · Jan 2000 – Jan 2001

Education

Cal Poly Pomonabachelor, Computer Science
Victor Valley Collegeassociate, Mathematics

Awards

  • Honored Listee, Marquis Who’s Who (2025)
  • Executive Leadership Impact Award (2020)

Languages

English

Certifications

Executive Leadership Development - University of Virginia Darden School of Business (2021)Strategic Agility and Leadership - Harvard Business School Corporate Learning (2017)Pragmatic Marketing Certification (Pragmatic Marketing I through VI) (2016)Situational Leadership - Boston College Carroll School of Business (2008)

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Typically responds within 24 hours

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Tosin OmolewuExecutive Product & Technology Leader specializing in AI-driven platforms and digital transformation