Justice Technology & Public Sector IT
I'm responsible for the maintenance, modernization, and operations of applications that support criminal law processes and protect vulnerable victims — systems that need to just work, every time.
Public Sector IT · Ontario Public Service
Chirag Kashyap
IT Senior Manager & Tech Strategist
I lead the technology behind justice and public-sector delivery in Ontario — modernizing platforms and keeping the systems that protect vulnerable people running. These days that also means figuring out where AI genuinely fits into government work.
CHIRAG KASHYAP
IT SENIOR MANAGER — TECH STRATEGIST
Core Mandate
Where I operate
Three areas I focus on — each one affects real people, so I treat it that way.
Enterprise Modernization
Replacing legacy systems and rebuilding platforms so they can actually scale, stay secure, and be maintained — while working within the governance and compliance rules that come with government.
AI Strategy & Operations
Figuring out where AI can responsibly fit into public-sector workflows — and being honest about where it can't.
Career Record
Experience
Eighteen-plus years, starting in hands-on quality assurance and working up to owning enterprise strategy.
Senior Manager, Business Solutions
Own enterprise digital strategy and operations for business-critical justice and public-sector platforms — leading delivery teams through modernization, governance, and responsible AI adoption.
Senior Project Manager
Progressed through Agile delivery and senior project management roles, leading enterprise program portfolios and stakeholder governance across a major pension fund.
Quality Assurance Lead (Consultant)
Led quality assurance and release readiness for credit card and core banking platforms, managing production risk across high-volume financial systems.
Business Systems Analyst
Translated pension system requirements into functional specifications, bridging stakeholder needs and technical delivery.
IT Quality Assurance Analyst
Provided QA support for payments and wealth management systems in a large enterprise environment — where I got my start.
Competencies
Skills & Toolset
Leadership
Team Leadership
Stakeholder Management
Vendor Oversight
Change Management
Cross-Functional Delivery
IT Governance
Risk & Compliance
IT Service Management
Portfolio Planning
Budget & Procurement
Security & Privacy Standards
Emerging Tech
Applied AI Strategy
Agentic AI Tooling
Cloud Modernization
Systems Integration
Automation & Workflow Design
Off the Org Chart
Beyond the Build
A few things I spend time on outside of work.
AI-Built Web Projects
Building and hosting real websites with AI tools and Netlify — most recently a business site for a family member, from first draft to live launch.
AI Tools · Netlify · Web DevSmart Home & Property Systems
Running the systems behind two properties — pool automation, water treatment, tankless heating, plumbing, and the grounds work that keeps it all in shape.
Home Systems · Plumbing · Grounds WorkGolf & the Sports Calendar
Golf, the Raptors, the Blue Jays, and soccer — another scoreboard I keep an eye on.
Golf · Raptors · Blue Jays · SoccerTravel & Itinerary Planning
Researching and booking trips for family and friends — cruises through the Caribbean and Mediterranean, island escapes, and land tours across South and Southeast Asia, Europe, and North America.
Cruises · Island Escapes · Asia · EuropeGet in Touch
Let's talk shop
My background spans both private and public sector — RBC, TD, OMERS, and now the Ontario Public Service — across technology delivery, modernization, and AI strategy. Director-level work is the natural next step for me, and I'm always glad to talk shop. Reach out directly or send a note below.
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