Rocky Jain
Managing Director, Technology Strategy @BMO
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WORK HISTORY
Managing Director, Technology Strategy @BMO
Toronto, ON, CA
Leading product development and engineering maturity, focused on AI & cloud modernization and scaling digital platforms, serving Digital Banking, Wealth, Capital Markets, Commercial Banking, and Insurance.⏩ Taking advantage of 25+ years of experience, augment existing leaders/organizations by structuring and establishing systems and methods, driving platform and organizational design and development.⏩ Focusing on Cloud Native Engineering, Shift Left Development, Automated DevSecOps, and InnerSource Development Models.⏩ Accelerated software delivery by introducing DORA metrics to identify and measure throughput and resilience across digital products.⏩ Introduced and created business and technology OKRs to focus product development teams’ priorities and goals.⏩ Implemented a new technology operating model inspired by Team Topologies, increasing flow with thinnest viable platforms, reduced cognitive load, and shift left software delivery.⏩ Up-skilled technology and operations talent with a learning-as-a-product model leveraging self serve learning platforms (Skillsoft Percepio, Pluralsight), AWS & Azure Cloud learning paths, plus Artificial Intelligence (AI) Learning Programs for consumers and builders.
EDUCATION
McMaster University
Bachelor of Science - Honours, Computer Science
SKILLS
ABOUT ROCKY JAIN
Rocky Jain is a product engineering executive with a proven track record building and scaling digital products across mobile, web, and cloud. He leads large, distributed engineering and product organizations, modernizing platforms, practices, and operating models to deliver measurable impact in complex environments.Most recently, Rocky has owned enterprise-wide digital product development and engineering maturity, driving adoption of AI, cloud‑native architectures, shift‑left development, automated DevSecOps, and InnerSource. He uses DORA metrics, OKRs, and a Team Topologies–inspired model to improve flow, resilience, and alignment to business outcomes.Previously, he has led global teams of 100+ people across mobile apps, transactional web, and digital experience platforms. His teams have re‑platformed legacy applications to modern stacks (Swift/Kotlin, React/NodeJS), improved performance and reliability, lifted NPS and app store ratings, and reduced service costs by strengthening digital self‑serve journeys.Rocky’s earlier leadership roles at product companies gave him hands‑on experience launching mobile and cloud products used by millions, from digital learning tools to core smartphone applications. He has built new engineering teams from the ground up, partnered with startups, and shipped first‑of‑their‑kind features and platforms.He is known for scaling high‑performing product engineering teams, connecting strategy to execution, and driving continuous improvement in how software is designed, built, and operated.Based in London, Ontario, Canada, Rocky is interested in VP Product, VP Engineering, CPO, CTO, and similar product engineering leadership roles across sectors, including hybrid and remote opportunities.
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