Top Tech Jobs & Startup Jobs in Toronto

Own Square’s organic social strategy, audience definition, content calendar, community management, creator and influencer programs, social listening, crisis support, and channel performance. Partner with brand, creative, paid media, communications, legal, partnerships, and agencies to connect social activity to brand positioning and perception goals. This individual contributor role spans strategy through publication and requires strong judgment, writing, execution, and cross-functional influence.

Lead complex card-acquiring projects from design through production, building reliable payment systems, tooling, testing frameworks, and network integrations. Work hands-on with ISO messages, routing, authorization, clearing, settlement, reconciliation, interchange, and tokenization. Set technical direction, mentor engineers, improve reliability, participate in on-call operations, and establish standards adopted across teams. The role requires deep acquiring expertise and experience operating large-scale financial systems.

Own creative and content strategy for a growth portfolio across paid and unpaid channels. Lead audience research, messaging, creative development, experimentation, landing-page optimization, performance analysis, and scaling of successful concepts. Partner cross-functionally with marketing, creative, analytics, SEO, web, CRO, agencies, and technical teams. Develop AI-enabled workflows and testing frameworks while connecting creative decisions to acquisition, conversion, and business outcomes.

Own the post-checkout customer experience for Square’s food ordering and retail ecommerce products. Set product strategy, prioritize investments, align cross-functional teams, define customer journeys, and ship improvements across tracking, delivery, refunds, and support. Use customer research, behavioral data, AI tools, prototyping, GitHub, and automation to improve product quality and outcomes. Lead decisions across engineering, design, sellers, customers, and external partners while measuring resolution time, satisfaction, inquiries, and repeat purchases.

Leads Square’s global external workforce and partner strategy for seller onboarding. Owns vendor, BPO, and third-party operating models; develops build-versus-buy recommendations, partner standards, SLAs, scorecards, governance, and performance mechanisms. Partners with Procurement, Legal, Finance, and regional operations on commercial terms, capacity, quality, cost, and scalability. Manages evolving partner operations teams and drives improved seller outcomes through operational discipline, workflow optimization, and AI-enabled improvements.

Leads the global operating system for seller onboarding by establishing KPI frameworks, reporting cadences, planning processes, capacity models, financial support, and continuous improvement programs. Partners with regional operations, Finance, Product, Analytics, and Enablement teams to standardize workflows, improve efficiency, and scale AI-enabled onboarding processes. Owns performance management routines, workforce modeling, vendor analysis, operational planning, and impact measurement across global delivery models.

Leads international seller onboarding operations across Europe, the UK, Australia, and APAC. Owns regional execution, staffing, vendor performance, service levels, market readiness, operational scaling, and seller activation outcomes. Develops localized operating models and launch playbooks while maintaining global standards. Uses metrics, dashboards, financial analysis, and AI to improve workflows, cost-to-serve, speed, and quality. Partners with Sales, Product, Finance, Legal, Compliance, and GTM leaders while managing distributed teams and developing regional leadership.

Leads US seller onboarding operations across first-party and vendor-supported teams. Owns execution from post-sale handoff through go-live, including staffing, scheduling, routing, quality, service levels, and cost management. Drives operational excellence through KPI analysis, process redesign, tooling improvements, automation, and AI adoption. Partners with Sales, Product, Finance, and regional teams while managing multiple teams and developing operational leaders.

Leads ambiguous, high-impact revenue strategy initiatives, including sales forecasting, pipeline health, capacity planning, organizational sizing, partnership modeling, and commercial deal economics. Builds repeatable operating processes, analyzes complex data, and delivers executive-ready recommendations. Partners across Sales, Finance, Partnerships, Services, Data, and Systems, influencing outcomes without direct authority.

Leads a team of Product Sales Specialists responsible for product adoption, cross-sell, expansion, pipeline, and revenue outcomes. The role coaches sellers, manages forecasting and performance, partners on complex opportunities, develops scalable sales motions, and enables broader sales teams. It also collaborates with Sales, Product, Marketing, Operations, Data Science, and Enablement to improve targeting, commercialization, product expertise, and seller outcomes.