Top Remote Jobs in Ottawa

Leads strategic pricing and monetization across sales-driven channels, managing pricing partners and advising on complex commercial deals. Develops pricing frameworks, approval processes, deal governance, and scalable tools using automation, AI, and data. Partners with Sales, Product, Engineering, Legal, Risk, and Revenue Operations to improve deal economics, profitability, pricing performance, packaging, and portfolio-level monetization strategy.

Develop data tools, AI automations, ETL pipelines, dashboards, and machine learning models for payments. Analyze experiments, optimize payment performance and costs, mitigate risk, maintain data systems and cloud infrastructure, and translate business needs into actionable solutions while partnering with Product, Engineering, Finance, and Operations.

Own the full outbound sales cycle for mid-market merchants, including prospecting, pipeline development, discovery, demonstrations, negotiation, and closing complex multi-product deals. Build net-new business through strategic outreach, tailor Square solutions to merchant needs, collaborate cross-functionally, maintain accurate Salesforce forecasts, and consistently achieve revenue targets.

Build and operate scalable full-stack software and AI-powered products for IoT-driven physical operations. Responsibilities include defining technical strategy, developing backend services, APIs, frontend and potentially mobile features, transforming AI capabilities into customer products, partnering across functions, leading complex projects, mentoring engineers, and improving engineering standards.

Lead and develop a Canada Scaled Customer Success team to drive onboarding, adoption, expansion, and renewals via digital scale programs. Hire and coach CSMs, manage KPIs/OKRs, improve processes and tooling, collaborate cross-functionally, and escalate high-stakes customer moments to ensure measurable customer outcomes.

Conduct AI-driven security assessments across software, hardware, and firmware; develop AI-enabled offensive and defensive security tooling; identify and remediate vulnerabilities; test LLMs, agentic workflows, and cloud environments; and guide organization-wide AI security strategy. Partner with engineering and leadership, lead threat-modeling sessions, and communicate security findings and recommendations to senior stakeholders.

Lead the development of foundational iOS platform systems, shared frameworks, developer tools, architecture standards, and multi-quarter migrations across Cash App and Square. Drive performance, reliability, security, testing, observability, release safety, and AI-assisted development practices. This hands-on individual contributor role influences multiple teams, develops technical leaders, and partners broadly to improve iOS engineering quality, productivity, and product outcomes.

Leads strategic pricing and monetization across Block’s sales-driven channels. Manages a team supporting complex enterprise deals, develops pricing and approval frameworks, and partners with Sales, Product, Engineering, Legal, Risk, and Revenue Operations. Uses automation, AI, and data to scale Deal Desk capabilities, improve commercial governance, analyze deal economics, and identify broader pricing, packaging, monetization, and portfolio opportunities.

Build core MongoDB distributed database infrastructure focused on data partitioning, data movement, dynamic scaling, cluster elasticity, workload execution, and performance. Design reliable distributed protocols, solve complex scalability problems, review code, participate in architecture decisions, lead feature development, and mentor engineers. The role requires production-quality C++ development and strong expertise in distributed systems, computer architecture, performance, networking, observability, and resiliency.

Build and launch backend identity decisioning systems that validate consumer identity and satisfy KYC requirements. Collaborate with Product, Compliance, Auth, Fraud, and engineering teams; break projects into deliverable phases; write tested, extensible code; monitor system metrics and availability; participate in on-call support, code reviews, interviewing, and team development.

Build and maintain GTM data pipelines, marts, semantic models, and dashboards supporting headcount planning, quota attainment, pipeline, and sales effectiveness. Partner with GTM analysts and stakeholders to establish trusted metrics, document data systems, enable self-service analytics, and develop AI-powered natural-language data tools. Translate complex data concepts for executives and engineers while advancing the GTM data roadmap.

Triage bug bounty and vulnerability management reports, validate findings, assess severity, identify duplicates, and coordinate remediation through closure. Collaborate with PSIRT, engineering, legal, communications, customer success, and security teams. Support CVE assignments as a CNA representative, communicate with researchers and customers, maintain accurate records, monitor operational metrics, and improve vulnerability-handling procedures, runbooks, and documentation.

The People Experience Advisor supports service operations by ensuring compliance with policies, improving processes, and enhancing employee experience through effective onboarding and policy interpretation.

Own and grow a portfolio of enterprise customers by identifying expansion opportunities, selling new modules and users, coordinating cross-functional teams, maintaining account plans and forecasts, engaging executives, and closing multi-stakeholder deals with 10-20% travel.

Own DocSend customer-facing product experiences from strategy and discovery through launch, measurement, and iteration. Partner with Engineering, Design, Data, and cross-functional teams to prioritize customer problems, define roadmaps, make product tradeoffs, and improve foundational workflows. Lead strategic opportunities across Dropbox and DocSend, including AI-powered document analysis and multi-product experiences, using customer research and quantitative evidence to guide decisions.