Top Tech Jobs & Startup Jobs in Toronto

Build and operate Block’s data platform, including warehousing, orchestration, business intelligence, governance, and agentic workflows. Develop reliable Python services, developer tools, and Terraform infrastructure for petabyte-scale data. Partner with data practitioners and product teams, establish engineering standards, provide technical direction, and mentor engineers while ensuring security, reliability, observability, usability, and data governance.

Own and scale enterprise compensation programs, including salary structures, equity, geo-pay, promotions, focal cycles, and incentives. Design compensation governance, policy guardrails, delegation frameworks, automated workflows, AI-assisted self-service tools, and centralized reporting. Advise senior leaders on talent-market positioning, pay equity, and organizational design while partnering with Compensation Operations, data, tooling, and peer program leads.

Leads Legal Innovation & Operations strategy, including legal technology roadmaps, systems optimization, automation and AI initiatives. Oversees CLM, eBilling, knowledge management, and workflow platforms; manages budgets, vendors, and third-party spend; and delivers cross-functional projects with Legal, IT, Finance, Policy, and business teams. The role translates business needs into technology solutions and drives operational excellence through process improvement and data-driven insights.

Lead quota, capacity, and headcount planning across Block’s commercial sales organizations. Build scalable planning methodologies, systems, data, governance, and processes; own quota-setting and hiring models; run scenario analyses; advise Sales and Finance executives; align compensation, recruiting, strategy, and operations; and establish decision rights and operating rhythms for commercial growth planning.

Own and grow a Santa Clara sales territory through primarily in-person execution. Generate leads via door-to-door outreach, events, networking, and partnerships; conduct product demonstrations; close full-cycle deals; build relationships with local businesses; and sell Square’s software, hardware, and financial solutions. Maintain Salesforce pipeline discipline, forecast accurately, exceed quota, and support successful seller onboarding.

Own a local territory for Square, spending approximately 80% of the week in the field conducting business visits, generating leads, delivering demos, and closing full-cycle sales. Build partnerships, referrals, and pipeline through community outreach and networking. Advise restaurants, retailers, and service businesses on Square’s solutions, manage opportunities and forecasts in Salesforce, support onboarding, and consistently exceed sales quotas.

Lead the technical design and delivery of banking features at Cash App, collaborating across teams, driving architecture improvements, and mentoring engineers.

The Staff Software Engineer will develop and execute technical strategies for Cash App Banking, lead architectural decisions, and mentor engineers, focusing on innovative financial solutions.

Design, build, test, and maintain enterprise integrations and automations across procurement, finance, and supply chain systems using MuleSoft and Zip iPaaS. Develop Python tools, write and optimize SQL, collaborate with stakeholders, ensure scalability and security, monitor production integrations, and contribute to documentation and DevOps practices.

The Business Development Rep Associate will drive sales efforts by reaching out to prospective sellers, using various sales techniques, and developing relationships with businesses to promote Square's services, aiming to exceed monthly sales quotas.