Top Tech Jobs & Startup Jobs in Montreal

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.

Lead Square's trade show and industry event program for retail and food & beverage: own Tier 1 trade show strategy, end-to-end booth design and production, vendor and budget management, ROI tracking, sponsorship negotiation, lead capture processes with sales, inventory and logistics, and cross-functional collaboration. Travel up to 25% to execute national events and evaluate new opportunities.

The Software Engineer will enhance Lending products for Cash App, focusing on building complex systems, APIs, and collaborating with multiple teams to support economic empowerment through accessible credit.

Lead end-to-end delivery of high-priority revenue programs, coordinating Product, Sales, Marketing, Finance, Legal, Risk, and Operations. Drive launch readiness for products and partnerships, establish governance and operating cadences, create repeatable launch frameworks and executive communications, and continuously improve cross-functional execution.

The Senior Site Reliability Engineer will enhance reliability of Block's platform, improve incident response using AI tools, and coordinate incident management. Responsibilities include building reliable systems, standardizing tools, and leading high-severity incidents during on-call rotations.

Design, build, and operate production ML decision systems to detect and prevent payment fraud, account takeover, scams, and other abuse. Integrate diverse signals into low-latency serving and batch scoring, own feature pipelines and model lifecycle, develop AI-assisted triage and feedback loops, and partner cross-functionally to balance fraud reduction with legitimate customer access.

The Senior Solutions Engineer will collaborate with Sales and Account Management to support seller integrations, advise on suitable Square solutions, and offer ongoing support to strategic sellers and partners.

Design, build, and operate production ML systems that generate trusted signals for ranking, retrieval, recommendations, propensity/churn/LTV, and next-best-action decisioning. Define signal/data contracts, own feature and candidate generation through serving, experimentation, monitoring, and feedback loops, and evaluate long-term business impact, trust, fairness, and compliance. Partner across product, data, modeling, risk, and compliance and apply AI/agents to accelerate engineering and operations.

The Senior Technical Account Manager will enhance post-sales support, manage merchant relationships, and ensure integration successes using technical skills to drive growth for Cash App Pay and Afterpay.