Technology, People & Change

Enterprise Leadership. Built for Scale. Grounded in Impact.

My name is Rajiv Uppal. I'm a technology and organizational leader with a career built on designing meaningful, scalable change. I bring over thirty years of experience leading innovation across the private sector, early-stage ventures, and national public programs.

My focus is enterprise impact: aligning teams, systems, and strategies to deliver measurable outcomes. From advancing health equity to improving financial security to modernizing service at scale, I prioritize what works and what delivers lasting value.

“The real goal isn’t modernization; it’s momentum. Building systems and cultures that keep getting better.”  

Grounded in Innovation

I began in the startup world. Launching and scaling technology ventures where resourcefulness, speed, and clarity of vision were essential. That entrepreneurial foundation still shapes my leadership style: lean, adaptive, and always centered on creating value.

From there, I moved into enterprise engagements, building systems and leading programs for complex, high-stakes organizations. What started in  financial services and consumer technology evolved into leading large-scale transformations in the public sector:

Centers for Medicare & Medicaid Services (CMS): 

  • Directed the migration of over 120 mission-critical IT systems to a secure, modern cloud platform. 

  • Delivered operational savings, reduced downtime, and accelerated Medicare claims processing through AI and automation. 

  • Negotiated enterprise licensing frameworks that saved over $120M and improved asset scalability.

Internal Revenue Service (IRS): 

  • Implemented advanced analytics for fraud detection and risk management. 

  • Elevated the agency’s cyber posture through proactive threat response. 

  • Led governance reforms that improved responsiveness to evolving regulatory and taxpayer needs.

Department of Homeland Security (DHS): 

Transformed customer-facing services through digital platforms, redesigned interagency workflows, and implemented DevOps practices that dramatically increased delivery velocity.

My Approach

➤ Listen Actively.

Understand not just requirements, but context.

➤ Design for Impact.

Build systems that solve the real problem.

➤ Align at Every Level.

Technology, teams, governance—working in concert.

➤ Lead with Clarity.

Decisions guided by transparency and shared intent.

➤ Build What Lasts.

Scalable platforms. Resilient organizations. Teams that grow.