Top Tech Jobs & Startup Jobs in Toronto

Build and operate full-stack compliance platforms for transaction search, entity labeling, ingestion, and workflow automation. Responsibilities include designing microservices and event-driven systems, writing tested code, improving sensitive financial data quality, building self-service tools and high-volume pipelines, partnering with Compliance and Risk teams, and participating in on-call operations. The role also involves using AI-powered development tools, reviewing code, and supporting engineering standards.

Drive revenue by acquiring and expanding relationships with mid-size and high-growth brands. Lead commercial negotiations, develop deal strategies, manage sales pipelines and forecasts, close new business, and communicate Block’s payments value proposition to senior decision-makers. Build executive relationships and collaborate with Marketing, Finance, Product, Risk, Legal, Operations, and Customer Service teams to execute commercial and product initiatives.

Lead pricing modeling and experimentation to optimize margin, conversion, and retention. Build elasticity and willingness-to-pay models, run causal and bandit experiments, decompose merchant economics, and develop agentic deal tooling. Own end-to-end data pipelines, ETL, monitoring, and visualization. Evaluate AI systems for accuracy, bias, and drift, and partner with cross-functional teams to translate results into pricing strategy and automation.

Leads strategic pricing and monetization across sales-driven channels, managing pricing partners and advising on complex commercial deals. Develops pricing frameworks, approval processes, deal governance, and scalable tools using automation, AI, and data. Partners with Sales, Product, Engineering, Legal, Risk, and Revenue Operations to improve deal economics, profitability, pricing performance, packaging, and portfolio-level monetization strategy.

Develop data tools, AI automations, ETL pipelines, dashboards, and machine learning models for payments. Analyze experiments, optimize payment performance and costs, mitigate risk, maintain data systems and cloud infrastructure, and translate business needs into actionable solutions while partnering with Product, Engineering, Finance, and Operations.

Own the full outbound sales cycle for mid-market merchants, including prospecting, pipeline development, discovery, demonstrations, negotiation, and closing complex multi-product deals. Build net-new business through strategic outreach, tailor Square solutions to merchant needs, collaborate cross-functionally, maintain accurate Salesforce forecasts, and consistently achieve revenue targets.

Build privacy-focused services and infrastructure that support consumer privacy rights across Block. Collaborate with engineering, security, platform, and legal teams to embed privacy solutions, define future privacy technology, mentor engineers, review implementations, and maintain monitoring and system stability. The role involves developing scalable, testable software and creating architectures and processes addressing data governance, data flows, access control, security, and privacy risks.

Leads Sales Development across North America and the UK, owning top-of-funnel pipeline performance, team integration, reporting, targeting, conversion, and revenue contribution. Builds scalable inbound and outbound motions, expands upmarket coverage, develops managers and representatives, and partners with Marketing, Sales, Finance, Risk, Compliance, Product, and Operations. Uses analytics, automation, and AI to improve prospecting and productivity while establishing rigorous planning, coaching, qualification, and performance standards.

Leads strategic finance for Commerce go-to-market, partnering with revenue leaders on planning, forecasting, performance management, investment analysis, and commercial strategy. Builds driver-based financial models linking sales, marketing, pricing, adoption, transactions, and retention to outcomes. Evaluates investments using scenario and ROI analysis, prepares executive materials, and manages finance team members.

Design, build, scale, and operate high-volume payment APIs and distributed systems serving global traffic. Lead complex engineering projects from requirements through production, improve performance, observability, reliability, fault tolerance, and security, and participate in on-call incident response. Collaborate across product and engineering teams, use AI-assisted development tools responsibly, and mentor engineers through technical reviews, documentation, and guidance.