Enterprise Architecture & Generative AI Leader

JIDE OYEWOLE

+1-431-***-**** ************@*****.*** LinkedIn Alberta, Canada Citizen

SUMMARY:

Engineering Leader with 10+ years of experience leading enterprise architecture, cloud transformation, AI innovation, and large-scale digital modernization across fintech, SaaS, and enterprise environments. Proven expertise in defining technology strategy, architecting Generative AI and Large Language Model (LLM) solutions, modernizing cloud-native platforms, and delivering secure, scalable, and resilient technology ecosystems. Experienced in leading multidisciplinary engineering teams, driving DevSecOps, platform engineering, cybersecurity, and enterprise architecture, while partnering with executive leadership to align technology strategy with business objectives, regulatory compliance, and long-term growth. Recognized for delivering enterprise-wide technology transformation, strengthening engineering organizations, and driving measurable business value through innovation and engineering excellence. TECHNICAL SKILLS:

Artificial Intelligence & Generative AI: Generative AI, Large Language Models (LLMs), Retrieval-Augmented Generation (RAG), Agentic AI, Prompt Engineering, Model Context Protocol (MCP), Semantic Search, LangChain, AWS Bedrock, Azure AI Studio, Claude AI. Enterprise & Cloud Architecture: Enterprise Architecture, Solution Architecture, Cloud Architecture, Platform Engineering, Enterprise Integration, Cloud Migration, Hybrid Cloud, Application Modernization, Microservices Architecture, Distributed Systems, API Architecture, Event-Driven Architecture, Digital Transformation, Technology Strategy, Technology Roadmaps, Architecture Governance, AWS Well-Architected Framework.

Cloud Infrastructure, DevSecOps & Security: Amazon Web Services (AWS), Microsoft Azure, Amazon EC2, Amazon S3, Amazon RDS, Amazon EKS, AWS Lambda, Amazon API Gateway, AWS IAM, Azure Virtual Machines, Azure Kubernetes Service (AKS), Azure Functions, Azure SQL Database, Azure Blob Storage, Microsoft Entra ID, Kubernetes, Docker, Terraform, Infrastructure as Code (IaC), DevSecOps, CI/CD, Git, GitLab, Identity & Access Management (IAM), Microsoft 365, Zero Trust Architecture, Microsoft Defender, Microsoft Sentinel, SIEM, Endpoint Detection & Response (EDR), Security Governance, Disaster Recovery, Business Continuity. Observability & Site Reliability Engineering: Datadog, New Relic, Application Performance Monitoring (APM), Real User Monitoring

(RUM), Distributed Tracing, Centralized Logging, Observability, Site Reliability Engineering (SRE), Incident Response, Root Cause Analysis. Data Engineering & Analytics: Python, SQL, ETL, Data Modeling, Data Integration, Predictive Analytics, Statistical Modeling, Elasticsearch, Power BI, Tableau, Executive Dashboards. Software Development: Python, JavaScript, Node.js, React.js, REST APIs, HTML5, CSS3. Leadership & Executive Management: Engineering Leadership, Technical Leadership, Executive Stakeholder Management, Cross- Functional Leadership, Engineering Governance, Architecture Governance, Vendor Management, Team Building, Technical Mentoring, Executive Communication, Strategic Planning, Technology Evaluation. PROFESSIONAL EXPERIENCE:

Shopify Senior Project Manager 2022 – Present

Architected and deployed enterprise Generative AI solutions using AWS Bedrock, Azure AI Studio, Large Language Models

(LLMs), Retrieval-Augmented Generation (RAG), LangChain, Elasticsearch, Prompt Engineering, and Semantic Search, enhancing investment research, operational efficiency, and business decision-making.

Led AI solution architecture from proof-of-concept to production, driving foundation model evaluation, custom model integration, secure inference pipelines, and scalable AI capabilities across mission-critical financial platforms.

Directed cloud transformation and application modernization, migrating on-premises workloads to AWS and Microsoft Azure using Kubernetes, Docker, Terraform, Infrastructure as Code (IaC), CI/CD, DevSecOps, and AWS Well-Architected Framework, delivering $2.1M CAD in cost savings while improving scalability, security, resilience, and operational efficiency.

Modernized legacy monolithic applications into cloud-native microservices, distributed systems, API-driven services, and event- driven architectures, significantly improving application performance, deployment velocity, maintainability, and platform reliability.

Built, hired, and led a multidisciplinary team of 21+ engineers across AI, Software Development, Cloud, Platform, DevSecOps, Security, and Networking, establishing technical hiring standards, engineering governance, code quality, mentoring, and delivery excellence.

Partnered with executive leadership and cross-functional teams to define technology roadmaps, AI adoption, cloud transformation, and digital initiatives while strengthening data governance, centralized analytics, executive dashboards, regulatory compliance, and data-driven decision-making.

Established DevSecOps, CI/CD automation, observability, security governance, and disaster recovery practices, maintaining 99.99%+ platform availability, accelerating software delivery, ensuring business continuity, and guiding architecture reviews, technology evaluations, vendor strategy, and long-term technology investments. Senior System Architect Broadview Networks Apr 2020 – 2022

Architected and delivered enterprise cloud transformation initiatives across AWS and Microsoft Azure, designing scalable, secure, and highly available cloud architectures for 120+ enterprise clients, aligning technology strategy with business objectives, compliance requirements, and digital transformation roadmaps.

Led and mentored a multidisciplinary team of 12 engineers, driving solution architecture, cloud modernization, infrastructure services, and enterprise delivery while establishing engineering standards, architecture governance, and technical excellence across complex client engagements.

Designed and implemented enterprise Identity & Access Management (IAM), Microsoft Entra ID, Microsoft 365, and Zero Trust architectures, strengthening cybersecurity, regulatory compliance, identity governance, and secure business process automation across large- scale enterprise environments.

Directed cloud migration and application modernization programs, transforming legacy monolithic applications into scalable cloud- native microservices, improving application performance, resiliency, maintainability, operational agility, and platform scalability while reducing infrastructure complexity.

Designed enterprise observability and cybersecurity solutions utilizing Datadog, New Relic, Microsoft Defender, Microsoft Sentinel, SIEM, and Endpoint Detection & Response (EDR), reducing MTTR by 60%, preventing over 90% of potential production incidents, and strengthening enterprise security posture.

Optimized enterprise cloud platforms through workload optimization, automation, cloud governance, infrastructure modernization, SQL performance tuning, ETL optimization, and disaster recovery planning, improving operational efficiency, scalability, reliability, and total cost of ownership (TCO).

Partnered with executive stakeholders, solution architects, and cross-functional teams to define enterprise architecture standards, cloud adoption strategies, technology roadmaps, and modernization initiatives while leveraging Generative AI to accelerate solution design, technical discovery, architecture documentation, proposal development, and client value realization. Senior Solutions Analyst (Specialist) SkipTheDishes Inc. 2015 – 2020

Partnered with Data Science, Engineering, and Product teams to design and integrate predictive analytics solutions into enterprise delivery platforms, improving operational efficiency and reducing average delivery times by 15%.

Designed and implemented predictive data models using Python, SQL, and statistical modeling to identify delivery network bottlenecks, improve forecasting accuracy, and reduce unplanned downtime by 30% across high-volume production environments.

Engineered scalable search, data processing, and information retrieval solutions, optimizing query performance, secure data handling, and operational analytics to support high-volume transaction processing and improve business decision-making.

Developed real-time operational intelligence dashboards and executive reporting solutions using Python, SQL, Power BI, and Tableau, delivering "Pulse" performance analytics that enabled proactive monitoring, KPI tracking, and executive decision-making.

Led cross-functional Agile initiatives with Engineering, Product, Data Science, and Operations teams to streamline delivery workflows, improve platform performance, increase operational productivity by 30%, and reduce process inefficiencies by 35%. LEADERSHIP & ADVISORY EXPERIENCE:

Enterprise Architect Panamount Inc. 2024 – 2025

Designed and implemented Generative AI solutions by integrating Claude AI, Large Language Models (LLMs), Model Context Protocol (MCP), Retrieval-Augmented Generation (RAG), Prompt Engineering, and enterprise business data to enable AI-powered automation, agentic workflows, intelligent knowledge retrieval, and business process transformation.

Developed scalable full-stack applications using React.js, Node.js, Python, JavaScript, HTML5, CSS3, REST APIs, and Git, delivering secure, high-performance business applications while improving usability, maintainability, and application performance.

Established software engineering best practices through code reviews, Git workflows, CI/CD automation, Agile delivery, technical documentation, and secure coding standards, improving software quality, release consistency, and platform reliability. Vice-President of Engineering ExpatSwap Inc. (Volunteer) 2021 – 2024

Architected and led the development of a cloud-native microservices platform on AWS, leveraging Docker, Kubernetes, Terraform, Infrastructure as Code (IaC), and cloud architecture best practices to achieve 99.99% platform availability while supporting 500% user growth.

Designed and implemented DevSecOps and CI/CD pipelines using GitLab, automating infrastructure provisioning, deployment orchestration, and release management, increasing deployment frequency by 500% while reducing release cycles by 75%.

Implemented Zero Trust Security, Identity & Access Management (IAM), cloud security governance, vulnerability management, and security best practices, strengthening platform security, regulatory compliance, and operational resilience.

Led and mentored cross-functional engineering teams by establishing software architecture standards, engineering governance, Agile delivery, DevSecOps best practices, code quality, and technical mentoring across distributed development teams. Site Reliability Engineer MAG Group. 2023

Engineered Site Reliability Engineering (SRE) and enterprise observability solutions using Datadog APM, Real User Monitoring (RUM) distributed tracing, centralized logging, metrics collection, and proactive monitoring across cloud-native microservices.

Designed enterprise monitoring dashboards, intelligent alerting, incident response workflows, and performance analytics, improving system reliability, service availability, production visibility, and Mean Time to Resolution (MTTR).

Optimized application reliability and performance through Application Performance Monitoring (APM), root cause analysis, capacity planning, performance tuning, and SRE best practices, enhancing customer experience and operational efficiency. EDUCATION&CERTIFICATIONS:

•MasterofScience,Mathematical Engineering (Erasmus Mundus Scholarship) 2012 – 2014 University of L’Aquila, Italy & University of Nice-Sophia Antipolis, France

• IBM AI Engineering Professional Certificate Ongoing CONTINUOUS LEARNING & AI EXPLORATION

• Actively engaged in online courses, workshops, and communities focused on advancements in Generative AI, Large Language Models

(LLMs), Reinforcement Learning, and Machine Learning.

• Regularly experiment with open-source AI frameworks (PyTorch, Langchain, Hugging Face Transformers) and cloud AI services

(AWS Bedrock, Azure AI) on personal projects to explore novel applications and stay at the forefront of AI innovation.

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