Executive Leadership · Technology Strategy

Keywan H.
Esfahani

CTO

Technology and business executive recognized for providing thought and execution leadership in loyalty, travel, financial, retail, and e-commerce industries. Member of multiple invitation-only advisory boards.

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20+

Years of technology
and executive leadership

C-level & VP roles across
scale-ups and enterprises

MTL

Based in Montréal, QC
Global experience

Core Skills

Areas of Expertise

◈

Strategic Planning & Enterprise Architecture

TOGAF-certified architect with proven ability to align technology roadmaps with enterprise business goals and drive digital transformation.

◈

AI, ML & Advanced Analytics

Hands-on leadership in integrating Generative AI and machine learning capabilities into enterprise platforms and risk management systems.

◈

Product Management & Full SDLC

End-to-end ownership from requirements analysis through deployment and maintenance across complex multi-stakeholder environments.

◈

Data Management & Big Data

Expertise spanning structured, semi-structured, and unstructured data — including enterprise data warehouse modernization and real-time streaming platforms.

◈

Team Building & Leadership

Track record building and mentoring geographically distributed engineering teams across Canada, the US, UK, Europe, and APAC.

◈

M&A Due Diligence & Integration

Led EA team involvement in reviews, sign-offs, and post-acquisition integration planning for mergers and acquisitions at global scale.

Career

Professional Experience

2023 – Present

Co-operators
Montréal / Guelph

AVP, Enterprise Architecture Strategy & Consulting

Ensuring EA focus aligns with enterprise business goals. Developing technology roadmaps, leading Generative AI evaluation and integration, strengthening governance and compliance, and building partnerships with key business leaders across a leading Canadian insurance and financial services organization.

Enterprise Architecture Generative AI Governance Digital Transformation

2022 – 2023

Valital Technologies
Montréal

Chief Technology Officer

Member of the executive team at an AI-powered OSINT and adverse media monitoring platform. Led the technology team through design and development of AI/ML capabilities, expanded the local team, and stood up an offshore engineering team in Lebanon.

AI/ML OSINT Risk Management Team Building

2021 – 2022

Global Talent
Montréal / London / Kyiv

Head of Digital Transformation

Served as "CTO on demand" for multiple high-growth clients, guiding roadmap development and execution across cloud migration, legacy system modernization, rapid prototyping, and product lifecycle management.

Cloud Migration Legacy Modernization Advisory

2018 – 2020

Air Canada / Aeroplan
Montréal / Toronto

Head of Technology, Startup / 021 Incubator

Member of startup leadership at Canada's largest airline. Delivered innovation projects spanning travel planning, loyalty currency, environmental protection, and premium traveler services within a fast-paced engineering environment.

Innovation Loyalty Travel Tech Startup

2007 – 2017

Aimia
Montréal (Global)

Head of Business Technology & Innovation Enablement

A decade at a global loyalty management leader — progressing from Enterprise Application Architect to CTO representative on the innovation board. Delivered transformative projects including blockchain loyalty ecosystems, conversational AI for loyalty programs, IoT edge apps, and multi-platform geolocation targeting. Mentored 18 leaders across 6 countries.

Blockchain Conversational AI IoT TOGAF Global Teams

Credentials

Education & Certifications

MSc in Computer Science

Concordia University, Montréal

2008

BScE in Computer Engineering – Software

Shahid Beheshti University, Tehran

1994

TOGAF™ 9 Certificate

The Open Group

2009

ITIL Expert Certificate

7 intermediate + foundation certificates

2011 – 2014

Business Relationship Management Professional

BRMP

2017

CompTIA Cloud Essentials

CompTIA

2012

Keywan H.Esfahani

Areas of Expertise

Professional Experience

Education & Certifications

Get in Touch

Keywan H.
Esfahani