Top Sales Jobs in Toronto, ON

Lead and develop a remote team of 8-10 SMB Account Managers to drive revenue expansion, software adoption, and retention. Oversee pipeline management, coaching, performance expectations, cross-functional collaboration, escalations, OKR execution, and program improvements. Travel quarterly for team events or customer meetings.

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.

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.

Lead and develop a remote mid-market sales team of Account Executives to drive revenue. Hire, train, and coach AEs; enforce KPI-driven execution, forecasting, and pipeline management; run pipeline and forecast reviews; evolve sales strategy and processes; participate in client/prospect meetings and use customer feedback to improve products.

Lead Square's global commercial operating system and Deal Desk, operationalizing pricing strategy, building approval workflows and AI-enabled automation, supporting strategic enterprise deals, driving governance, reporting, and seller productivity, and building a high-performing global team to increase deal velocity while protecting profitability.

Own recruitment, deal execution, and growth of Square's reseller channel globally. Identify, prioritize, and close reseller partnerships (ISOs, ISVs, VARs); build business cases, negotiate contracts, launch partnerships, and drive measurable customer acquisition and revenue. Partner cross-functionally and be accountable for partnership performance.

Lead and coach a remote team of Account Executives to hit individual and team quota. Hire, train, forecast, manage pipeline and KPIs, run regular reviews, participate in client meetings, refine sales strategy, and use customer feedback to improve products and processes.

Lead and close high-value, complex enterprise deals end-to-end. Drive insight-led strategy, manage multi-stakeholder technical sales cycles with Solutions Engineering, align internal stakeholders (Finance, Legal, Risk, Product), represent the company to executives, influence product and GTM, and use AI tools to increase efficiency.