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Sean Canady

Technology Executive · Fortune 100 · Fortune 500 · Tech Industry · 30+ Years

Sean Canady

Turning technology into competitive advantage through AI strategy, enterprise architecture, and high-performing teams.

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Career at a Glance

Technology Leadership That Delivers

Technology executive with 30 years of experience driving innovation and shaping strategic technology ecosystems that deliver tangible business outcomes. Extensive leadership in managing and scaling high-performing teams, architecting complex systems, and aligning technology solutions with business objectives across the life insurance industry. Deep expertise in digital transformation, AI, data strategy, and enterprise architecture with a track record of leading cross-functional teams to solve complex challenges, optimize processes, and enhance customer experiences.

30+

Years Technology Leadership

$35M+

Technology Portfolio Oversight

15+

Years in Life Insurance Technology

50+

Technology Professionals Led

Career Arc

1995-2000
The Foundation Years
Director of IT at 23
2000-2009
Enterprise Technical Depth
Middleware to architecture leadership
2010-2024
Architecture & Data Leadership
CVP leading architecture and data management for Fortune 100 insurer
2024-Present
Technology Officer
Elevated to lead unified technology strategy for NYL Direct

Signature Strengths

Enterprise-scale technology strategy and executionBridging business objectives with technology roadmapsAI adoption and governance in regulated industriesBuilding and scaling high-performing technology organizationsLegacy modernization with customer-centric outcomes

Expertise

What I Focus On

Three decades of experience distilled into four core areas where I drive the most impact for organizations navigating digital transformation.

AI & Data Strategy

Implementing enterprise AI capabilities from agentic systems to AI-assisted development, driving data-informed decision making across business functions.

Enterprise Architecture

Defining and evolving technology architecture across application, data, integration, and infrastructure domains for a Fortune 100 insurer.

Digital Transformation

Modernizing legacy systems with customer-centric outcomes while maintaining operational stability in regulated environments.

Technology Leadership

Building and scaling high-performing technology teams, establishing development standards, and driving organizational technology strategy.

Beyond the Day Job

Projects & Interests

An open-source life insurance administration platform designed to modernize legacy systems. Built with modern architecture patterns to enable digital transformation in the insurance industry.

Next.jsJavaDockerAWS

A comprehensive dataset of craft beers and breweries for data science exploration. Used for machine learning experiments, visualization projects, and brewing analytics.

Next.jsPythonData ScienceData Analysis

Blending science and creativity to craft unique beers, ciders, and ferments—rooted in tradition, flavor exploration, and community.

HomebrewingFermentation ScienceRecipe Development

A comprehensive, machine-readable career profile schema combining JSON Resume standards with executive-level metrics and transformation outcomes.

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Let's Connect

Whether you're looking to discuss technology strategy, explore collaboration, or just want to chat about the future of AI in enterprise—I'd love to hear from you.