Director, Technology Delivery

2 weeks ago


Toronto, Canada Healthcare of Ontario Pension Plan (HOOPP) Full time

Why you’ll love working here:
- high-performance, people-focused culture- our commitment that equity, diversity, and inclusion are fundamental to our work environment and business success, which helps employees feel valued and empowered to be their authentic selves- learning and development initiatives, including workshops, Speaker Series events and access to LinkedIn Learning, that support employees’ career growth- membership in HOOPP’s world class defined benefit pension plan, which can serve as an important part of your retirement security- competitive, 100% company-paid extended health and dental benefits for permanent employees, including coverage supporting our team's diversity and mental health (e.g., gender affirmation, fertility and drug treatment, psychological support benefits of $2,500 per year, and newly extended maternity/parental leave top of 26 weeks)- optional post-retirement health and dental benefits subsidized at 50%- yoga classes, meditation workshops, nutritional consultations, and wellness seminars- access to an annual wellness reimbursement program for health and wellness-related expenses for permanent and temporary employees- the opportunity to make a difference and help take care of those who care for us, by providing a financially secure retirement for Ontario healthcare workers

Job Summary

What you will do:
Team Leadership and Management
- Leads 3-4 development teams (with 2-3 engineering managers) and oversees 20+ Systems Developers.
- Provides direct leadership to Sr. Engineering Managers (M2) and other professionals, ensuring alignment with HOOPP’s Core Values.
- Identifies individual and team strengths and opportunities, creating development plans and performance improvement initiatives.
- Creates and manages succession planning, addressing key person risk and ensuring a strong talent pipeline.

Strategic IT Leadership and Delivery
- Leads the development and execution of 1-2-year IT strategies for business partners at the VP, Senior Director, and Director level.
- Collaborates with Product Directors to define technology strategies and ensure alignment with business objectives across multiple IT platforms.
- Accountable for platform management, prioritization, and delivery results across a portfolio of 20-50 technologies and services.
- Develops integrated, aligned platform roadmaps and partners with other senior leaders for cross-departmental initiatives.

Innovation and Platform Management
- Plans and drives innovation within product stacks, balancing time and value to ensure impactful outcomes.
- Manages the prioritization of platform backlogs and work efforts across teams to meet business outcomes and OKRs.
- Leads or supports strategic initiatives, feature implementations, and technology integrations with key platforms in investment, risk, and finance sectors.
- Accountable for driving innovation and delivering integrated roadmaps for platforms/services.

Vendor and Cost Optimization
- Leads and manages vendor strategy, negotiating to optimize costs across the suite of platforms and services.
- Partners with senior divisional executives and vendors to influence, negotiate, and align platform goals with business outcomes.
- Oversees contracts and relationships with external service providers to ensure value and alignment with the organization's technology strategy.

Resource and Culture Carrier
- Sets team priorities and allocates resources effectively to support platform needs and strategy execution.
- Mentors engineering managers and ensures alignment with value-focused outcomes such as Minimum Viable Products (MVPs) and Return on Investment (ROI).
- Builds a strong organizational culture that attracts, retains, and develops high-quality staff, encouraging innovation, productivity, and growth.
- Advocates for an open and empowering culture where staff can voice opinions, challenge the status quo, and drive innovation.

Executive and Business Partnership
- Develops strong relationships with AVP/VP/Senior Director-level clients in Investment Finance, Investment Risk, and Investment Management.
- Guides clients on effective portfolio-level work decisions, considering various angles and potential outcomes.
- Engages in forward-thinking strategic discussions, advising clients on upcoming technology challenges and solutions.
- Partners with business leaders to ensure delivery aligns with the business objectives of the Investment Solutions Group (ISG).

Our Technology Stack
- Investment Platforms: Extensive experience with platforms such as Bloomberg, Charles River, Blackrock Aladdin, and other similar trading platforms.
- DevOps & Agile: Strong knowledge of DevOps and Agile practices, with experience in implementing lean software development methodologies.
- Platform Management: Experience managing multi-product/platform SaaS technology environments for corporate clients, with a deep understanding of front, middle, and back-office workflows.
- Cloud & SaaS: Familia



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