Top Tech Jobs & Startup Jobs in Toronto

Leads high-priority strategy and transformation initiatives supporting senior executives across AI, digital, client experience, and technology. Responsibilities include structuring ambiguous problems, conducting market and competitive analysis, financial modeling, scenario analysis, developing executive recommendations, aligning cross-functional stakeholders, and mobilizing strategic initiatives. The role requires strong business judgment, executive storytelling, analytical capability, and comfort working across complex, matrixed organizations.

Manages Canadian insurance tax reporting and compliance, including CIF calculations, tax returns, quarterly tax provisions, IFRS tax disclosures, audit support, tax research, and process improvement. Analyzes complex datasets, investigates variances, strengthens controls, and collaborates with Tax, Finance, Investment, and other business teams.

Leads the Client Experience Office strategy and transformation agenda, integrating performance management, analytics, governance, investment prioritization, and executive reporting. Partners across Finance, Technology, Data, Digital, Marketing, Operations, Risk, and business teams to connect investments to client, financial, operational, and risk outcomes. Develops executive and Board-level narratives, advances AI strategy, strengthens operating models, and drives enterprise execution through influence in a complex matrix.

Leads enterprise-wide financial planning, forecasting, reporting, investment governance, cost allocation, and performance management for Global Technology. Advises senior technology executives, evaluates transformation and AI investments, improves transparency into technology costs, manages financial risks, and aligns resources with enterprise strategy across businesses and geographies. The role also builds and develops a strong finance team and drives execution in a complex, matrixed organization.

Designs, supports, and modernizes enterprise telephony and cloud contact centre platforms using Microsoft Teams Telephony, Amazon Connect, and AWS. Develops technical designs, supports cloud infrastructure, contributes to DevOps and CI/CD automation, improves reliability, and explores AI-enabled solutions. Partners with stakeholders, participates in incident and change management, documents operational procedures, and mentors operations teams within a regulated financial services environment.

Leads corporate finance strategy, planning, forecasting, reporting, enterprise expense management, productivity initiatives, cost allocation, and investment governance. Advises senior executives across functions and geographies, provides total-company expense insights, establishes financial evaluation frameworks, challenges investment assumptions, tracks savings commitments, and drives measurable business outcomes. Builds high-performing teams and influences decisions within a complex matrixed organization.

Leads forecasting and capacity planning for Canadian Operations, managing analysts and developing demand forecasts, staffing models, and resource plans. The role analyzes workforce data, applies statistical and time-series methods, evaluates forecast accuracy, provides recommendations to senior stakeholders, and drives continuous improvement. Responsibilities also include project leadership, cross-functional coordination, people management, data quality oversight, and subject matter expertise in workforce management models and capacity planning.

Leads complex corporate development transactions, including acquisitions, divestitures, equity investments, joint ventures, and strategic partnerships. Responsibilities include target analysis, valuation and financial modeling, due diligence, deal structuring, negotiations, integration or separation planning, executive and board presentations, and strategic initiatives. The AVP also leads transaction teams, develops talent, allocates resources, advises senior stakeholders, and improves corporate development processes.

Leads the design, maintenance, and enhancement of Sun Life’s enterprise Operational Risk Management Framework. Provides independent Second Line oversight, credible challenge, governance, methodology development, enterprise reporting, risk analysis, and regulatory alignment. Partners with business and risk teams to implement operational risk tools, standards, policies, and operating models. Oversees initiatives from design through adoption and outcome measurement, supports Board-level reporting, applies analytics and governed AI, delivers training, and monitors implementation quality and effectiveness.

Leads Corporate IT’s AI engineering strategy, architecture, platform development, AIOps, automation, security, responsible AI, and production delivery. Owns enterprise AI roadmaps, use-case prioritization, vendor and cloud spend, governance, monitoring, and operational readiness. Manages AI engineering and automation teams, mentors staff, drives adoption, and reports value, risk, delivery, and spend to senior IT leadership. Requires hands-on production AI experience, software or data engineering foundations, cloud expertise, and experience in regulated enterprise environments.