# Matthew Leleux > Senior Software Engineer @ Blackbaud | Director of Technology | Azure | AI Engineering | Cloud Architecture Location: McKinney, Texas, United States Profile: https://flows.cv/matthewleleux Director of Technology and Senior Software Engineer with 10+ years of experience leading cloud architecture and full-stack development. Expert in Azure, DevOps, and AI integrations, driving innovation through secure, scalable systems and collaborative leadership. At Blackbaud, I lead enterprise-scale cloud migrations for multi-tenant SaaS products serving 6,000+ customers, architecting PowerShell automation frameworks and Azure infrastructure with zero-downtime deployments. As Director of Technology at HeyKiddo, I architected agentic AI infrastructure using OpenAI APIs, built cloud-native microservices on Azure, and developed cross-platform mobile applications—helping secure $2M+ in National Science Foundation funding through technical product innovation. Core expertise: AI Engineering • Agentic AI Systems • Azure Cloud Architecture • Microservices • Zero-Trust Security • CI/CD Pipelines • TypeScript • Angular • PowerShell • Mobile Development • Web Development ## Work Experience ### Senior Software Engineer @ Blackbaud Jan 2020 – Present | Texas, United States • Led enterprise-scale cloud migrations of Gen7, and Infinity applications from private datacenters to Azure, orchestrating secure data transfer, HA clustering, DNS cutovers, certificate extraction/rotation to Azure Key Vault, SQL log shipping backup & restores, and rollback pathways for several multi-tenant products serving 6,000+ customers with zero data loss. • Designed and developed the Relocation Data Service, a cloud microservice platform with REST APIs and management UI for orchestrating mass migration waves, enforcing tenant eligibility checks, and implementing role-based access control to replace legacy tooling. This also included the integration of OpsGenie/Slack for on-call escalation, enabling proactive incident detection. • Architected PowerShell-based Azure Runbooks and reusable cmdlet libraries to automate tenant lifecycle operations (provisioning, staging, relocation, decommissioning), integrated with Azure DevOps pipelines and ServiceNow APIs for CMDB traceability, dramatically reducing manual effort and deployment time. • Participated in platform security hardening including Zscaler DLP integration, and vulnerability remediation across 50+ servers in compliance with enterprise security mandates. • Leading migration of Oracle Forms 6i → 14c and architected Researchpoint import modernization using PowerShell and SSIS packages to enhance workflows, automate data processing, and eliminate unsupported software vulnerabilities. ### Director of Technology @ HeyKiddoApp Jan 2019 – Jan 2025 | Philadelphia, Pennsylvania - Remote • Architected agentic AI infrastructure using OpenAI APIs (early adopter migrating from Assistants to Responses API), implementing agent-to-agent decision-making systems and real-time streaming AI insights • Designed cloud-native microservices platform with 5+ TypeScript services, containerized with Docker, deployed to Azure App Services, secured behind Azure Front Door with WAF and zero-trust architecture • Built cross-platform mobile application using NativeScript (Angular/TypeScript) with automated iOS/Android deployments via Azure DevOps pipelines using Fastlane, integrating RevenueCat, Stripe, Klaviyo, OpenAI, Branch.io, and Smartlook • Architected secure Azure infrastructure spanning App Services, PostgreSQL, Cosmos DB (MongoDB API), Azure Functions, Key Vault, CDN, and Application Insights • Led PHP-to-TypeScript backend migration for HeyKiddo Huddle LMS, replacing legacy Moodle extensions with modern TypeScript services • Led offshore and onshore teams across 29 repositories and 10+ CI/CD pipelines ### Owner | Senior Software Engineer @ Fresh IT Solutions LLC Jan 2020 – Jan 2023 | Tyler, Texas, United States ### Software Engineer @ Real Vision Software, Inc. Jan 2015 – Jan 2020 | Alexandria, Louisiana - Remote • Developed full-stack features for the OneLook document management application using Ext JS (migrated 4.0 → 6.0), PHP, and Java, with real-time bi-directional communication via REST and WebSocket protocols • Built Java utilities for automated document processing including TIFF-to-PNG image conversion, PDF manipulation with iText, and PII redaction (SSN, credit card numbers) for compliance • Integrated Topaz signature pad hardware with court document workflows, enabling real-time signature capture • Developed Chrome extension for automated web scraping and data injection into the OneLook application • Initiated Azure cloud migration project leveraging AI Document Intelligence to automate document data extraction ## Education ### Bachelor of Science (B.S.) in Computer Information Systems (Major in Application Development) Northwestern State University Jan 2011 – Jan 2017 ## Contact & Social - LinkedIn: https://linkedin.com/in/matthew-leleux - Website: https://matthewleleux.me --- Source: https://flows.cv/matthewleleux JSON Resume: https://flows.cv/matthewleleux/resume.json Last updated: 2026-03-22