Senior Development Manager– Modernization and AI Transformat …, Toronto

Overview

We are seeking an ambitious and high‑energy Senior Development Manager to build and lead development teams that will drive our strategic modernization and automation initiatives for financial systems, including General Ledger (GL) and Enterprise Resource Planning (ERP) platforms. This is a unique opportunity for a creative and intelligent leader with a passion for cutting‑edge technologies, a strong track record in delivery, and a deep understanding of finance systems and modern technology transformation.Key Responsibilities

Engineering Leadership: Lead, mentor, and manage a high‑performing organization of multiple software engineering teams. Foster a culture of technical excellence, innovation, and “you build it, you run it” ownership. Technical Strategy&Architecture: Partner with architects and product managers to define the target‑state architecture. Make critical decisions on technology selection, integration patterns, and data strategy for migrating off legacy systems. Execution&Delivery: Own the end‑to‑end software development lifecycle (SDLC) for the modernization program. Ensure teams deliver high‑quality, secure, and performant code on time, managing technical debt and risks. Modern Platform Engineering: Lead the technical design and build of a new platform leveraging modern technologies, including cloud‑native services, microservices, and event‑driven architectures.AI&ML Integration: Guide teams in the practical application and integration of AI/ML models. Oversee the development of services that automate complex financial processes and replace manual interventions. Talent Management: Actively recruit, retain, and develop top engineering talent. Manage team performance, provide technical coaching, and build career pathing opportunities.Technical Stakeholder Management: Serve as the primary technical point of contact for business partners and program leadership. Translate complex technical concepts and risks into clear, business‑relevant terms. What do you need to succeed?

Must‑Have 12+ years in software engineering with at least 5+ years in a development management or engineering leadership role. Proven experience leading engineering teams in large‑scale, transforming industries. Deep, hands‑on experience in system architecture, design, and implementation. Personally led teams through complex legacy migration or modernization projects.Strong technical proficiency with modern engineering practices and technologies (e.g., Cloud platforms like AWS/Azure/GCP, Kubernetes, microservices, APIs, CI/CD). Demonstrable experience managing managers and multiple engineering teams, with a strong track record of mentoring and growing technical talent.Excellent ability to communicate complex technical designs, trade‑offs, and risks to both technical and non‑technical senior audiences. Proven track record of delivering multiple projects on time and within budget. Nice‑to‑Have Knowledge of prompt engineering, LLMs, or agent‑based AI systems.Prior experience in financial services, banking, brokerage, or fintech industries. Familiarity with modern ERP systems and their integration with AI‑driven tools. A bachelor’s degree in computer science, Data Science, Finance, or a related field. Experience with two‑pizza model, 11‑factor, or cloud‑native architecture.Deep technical understanding of core finance platforms (e.g., General Ledger, Risk, Treasury, Financial Reporting systems) and their underlying data models. Experience with modern data‑streaming technologies (e.g., Kafka, Flink) and large‑scale data platforms. What’s in It for You?

Impactful Leadership: Lead high‑visibility projects that will transform our financial systems and data infrastructure. Innovative Culture: Join a dynamic, entrepreneurial environment that values creativity, experimentation, and bold thinking. Professional Growth: Access world‑class training programs and opportunities to grow your career in project management, technology, and finance.A comprehensive Total Rewards Program including bonuses and adaptable benefits, competitive compensation, commissions, and stock where applicable. Work‑Life Balance: Benefit from flexible work arrangements that prioritize your well‑being and personal needs. Collaborative Team: Be part of a high‑performing team that values innovation, teamwork, and making a lasting impact.We care about each other, reaching our potential, making a difference to our communities, and achieving success that is mutual.

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