Top Sales Jobs in Toronto, ON

Conduct outbound prospecting through cold calls, email, and social selling to identify qualified merchant opportunities for Square. Manage and prioritize a diverse business pipeline, understand merchant needs, promote Square solutions, meet or exceed monthly quotas, and pass qualified leads to Account Executives. The role emphasizes data-driven sales, bilingual French and English communication, professional development, and career growth within sales.

Own the full outbound sales cycle for mid-market merchants, from prospecting and pipeline development through discovery, negotiation, and close. Sell tailored, multi-product Square solutions in complex, multi-stakeholder deals, maintain accurate Salesforce forecasts, collaborate cross-functionally, and consistently exceed revenue targets.

Own full outbound mid-market sales cycle: prospect, build pipeline, demo, negotiate, and close multi-product deals. Drive net-new logo acquisition, meet revenue targets, collaborate cross-functionally, and maintain accurate forecasting in Salesforce while acting as a trusted consultant to merchants.

Full-cycle SMB sales role converting inbound leads and generating outbound pipeline. Manage high-volume, short-cycle deals, forecast in Salesforce, collaborate cross-functionally, exceed monthly/quarterly revenue goals, and sell bilingually in French and English.

Responsible for full-cycle B2B sales to mid-market merchants: build and manage pipeline, prospect, demo multi-product Square solutions, negotiate complex contracts, collaborate cross-functionally, maintain accurate Salesforce forecasts, and consistently hit monthly and quarterly revenue targets.

Manage the full sales cycle for SMB merchants: convert inbound leads, prospect to build pipeline, forecast in Salesforce, collaborate cross-functionally, provide consultative solutions, and consistently meet or exceed monthly and quarterly revenue targets. Bilingual (French/English) role with high activity volume and short sales cycles.

Manage a portfolio of mid-market sellers, expanding use cases and technical solutions, negotiating contracts, and providing exceptional client service.

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.

Lead North American Mid-Market Sales to drive revenue for Cash App and Afterpay. Manage and coach a team of account executives, negotiate complex commercial deals, build cross-functional partnerships, shape go-to-market and portfolio strategy, represent the business to merchants, and advocate merchant feedback internally. Own revenue outcomes, team development, and scalable sales processes.

Generates outbound leads among small and medium-sized businesses through cold calls, personalized email, and prospecting. Builds and maintains a high-volume sales pipeline, meets KPIs, engages prospective and existing accounts, conducts needs analysis, and records activity in Salesforce for handoff to Account Executives.