Top Remote Jobs in Ottawa

Own end-to-end outbound B2B sales for Airwallex’s SME and Growth team across English- and French-speaking Canadian markets. Prospect leads, build relationships with founders and C-level executives, develop pipeline, communicate cross-border payment solutions, negotiate commercial agreements, and close business. The role requires bilingual fluency, strong outbound sales performance, experience selling SaaS or high-tech solutions, and familiarity with Quebec or other French-speaking markets.

Own the full sales cycle for SailPoint’s Identity Security solution within the Canadian Federal Government market. Responsibilities include territory and account planning, prospect discovery, competitive positioning, partner coordination, demonstrations, RFP responses, negotiations, forecasting, quota achievement, and customer expansion. The role leads virtual teams of presales, partners, professional services, marketing, and customer success resources while maintaining Salesforce and pipeline accuracy. Approximately 50% business travel is expected.

Own and expand a mid-market Canadian customer portfolio for GitLab’s AI-powered DevSecOps platform. Responsibilities include prospecting, pipeline development, value-based selling, complex sales cycles, forecasting, customer adoption, churn reduction, negotiations, closing, and expansion. The role partners with sales development, solutions consulting, customer success, renewals, marketing, technical teams, and partners while communicating customer insights and supporting territory planning.

Leads global compensation programs, including merit, promotion, equity, and bonus cycles, from design through closeout. Defines calendars, controls, documentation, communications, and success measures; analyzes compensation data; partners with Finance on budgeting and reconciliation; advises People teams and leaders; maintains compliance and audit controls; and improves compensation workflows, systems, transparency, and team member experience.

Leads Sales recruiting across the Americas by developing recruiters, building scalable hiring strategies and processes, partnering with Sales leaders on workforce planning, and recruiting senior or specialized roles. Uses recruiting data to improve performance, supports inclusive hiring, manages candidate and stakeholder experiences, and collaborates with Sales Operations, Enablement, People Partners, Compensation, and Finance.

Build and operate scalable AI platform infrastructure, including LLM and MCP gateways, agent runtimes, evaluation services, routing, quotas, observability, and security controls. Own projects from design through launch and on-call, establish technical standards, collaborate with security and infrastructure teams, and mentor engineers. Develop highly available distributed backend systems supporting AI workloads across Affirm’s financial products and engineering organization.

Architect and operate Affirm’s large-scale Amazon EKS platform, including cluster lifecycle, node management, autoscaling, workload safety standards, infrastructure as code, GitOps delivery, observability, cost and capacity optimization, and self-healing automation. The role leads technical direction, partners cross-functionally, mentors engineers, and participates in on-call incident response.

Leads Affirm’s global security incident response and investigations program. Responsibilities include serving as incident commander, directing technical investigations, managing and developing response engineers, establishing readiness practices, improving detection and response tooling, implementing AI-assisted investigation workflows, and translating incident metrics into executive and board-level reporting.

Build and own evaluation infrastructure, observability tooling, datasets, annotation workflows, and diagnostic systems for production AI agents. Lead experiments across prompts, models, routing, caching, cost, and latency. Diagnose failures across planning, tool use, and agent execution, while partnering with AI Core engineering. Manage and grow the AI Quality team as a hands-on player-coach, contributing directly to production code and technical direction.

Manage and expand a Canadian sales territory by acquiring new enterprise and commercial customers, meeting quota, prospecting target accounts, negotiating contracts, and growing partnerships. Analyze competitors, manage sales pipelines and forecasts in Salesforce, collaborate with sales engineering, channel, operations, and customer success teams, and travel up to 25% for client and partner engagements.

Build developer tooling and agent workflows that help engineers safely modify large monorepos. Develop CLIs, desktop integrations, agentic loops, observability interfaces, guardrails, tests, and automation. Lead framework upgrades, language migrations, dependency updates, and large refactors while improving developer workflow, codebase health, adoption, and engineering productivity. Set technical direction and mentor engineers on agent design and tooling.

The Director II, Inside Sales will coach a team of sales managers, manage hiring and onboarding, support professional development, and drive a high-performance culture focusing on customer success and team collaboration.

The Account Executive will manage major enterprise accounts in the Toronto area, build C-suite and stakeholder relationships, develop strategic account plans, align cloud security solutions with customer goals, and collaborate with internal teams to drive customer outcomes. The role requires full-cycle software or security sales experience, enterprise selling expertise, strategic planning, net-new logo acquisition, channel partnerships, and effective use of AI tools to improve sales productivity.

Guide SMB and mid-market sellers through Square onboarding, implementation, training, and go-live activities. Manage multiple seller engagements, lead scoping and onboarding calls, track milestones, resolve blockers, maintain product expertise, and coordinate with sales, account management, product, and marketing teams. Contribute to process improvements, provide seller support after launch, and use AI to enhance customer experiences and internal workflows.