Top Sales Jobs in Montreal

Lead global ecosystem partnerships for Block’s Square, Cash App, and Afterpay products. Develop partnership strategies, build executive relationships, design scalable programs, negotiate commercial agreements, and commercialize B2B and B2B2C payment products through third-party platforms. Own partner performance, drive integrations and distribution, and collaborate with Product, Engineering, Sales, Marketing, Finance, Compliance, and Legal teams to maximize growth and reach.

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.

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

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.

Convert inbound leads and source outbound opportunities to own the full sales cycle for SMB merchants. Qualify, demo, and close deals, manage pipeline in Salesforce, collaborate cross-functionally, and consistently exceed monthly and quarterly revenue goals in a fast-paced, data-driven environment.

Lead and scale Block's Product Sales organization to accelerate adoption of strategic products. Own commercial strategy, operating model, territory planning, forecasting, and performance metrics. Partner with AEs, AMs, Product, Rev Ops, Marketing, and Enablement to drive product adoption, expansion, pricing, launches, and executive customer engagements. Recruit, develop, and coach leaders and specialists while creating repeatable sales plays, enablement programs, and commercialization strategies to meet revenue and adoption goals.

Lead and scale North American SMB sales across BDR, Inbound, and Outbound motions. Build playbooks, processes, and tooling to drive pipeline, forecasting rigor, merchant conversion, and revenue. Hire, coach, and develop managers and reps, partner cross-functionally (Product, Marketing, Finance, Risk, Legal), represent the business to merchants, and deliver merchant feedback internally. Drive OKRs, revenue targets, and a high-performance culture while iterating based on data and business needs.

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.