Jobs at Wagepoint

Senior technical leader responsible for designing, building, and operating scalable full-stack payroll systems. Lead architecture, microservices, cloud infrastructure, CI/CD, reliability, monitoring, and incident response. Mentor engineers, collaborate with product and DevOps, and research AI-driven tooling to boost team productivity.

Field-based Territory Account Executive responsible for sourcing, qualifying, closing, and activating accounting and bookkeeping partners across an assigned Canadian territory. Drive net-new partner agreements and sub-client growth, maintain pipeline and CRM hygiene, run in-person meetings and events, and collaborate cross-functionally to meet quotas and 30/60/90 activation milestones.

Design and deliver scalable full‑stack features, own cloud infrastructure using IaC, ensure service reliability and performance, shape component architecture, and mentor engineering teammates.

Develop and maintain full-stack payroll features end-to-end, fix bugs and reduce tech debt, participate in code reviews, collaborate across engineering, and use AI tools to accelerate development and quality.

Lead platform engineering to improve reliability, scalability, developer experience, and security. Own Azure architecture and legacy AWS, manage AKS clusters, Terraform IaC, CI/CD and GitOps, observability, secure access, incident response, SLOs/SLA design, SOC audit readiness, and participate in on-call rotation.

Lead technical strategy and architecture for customer-facing AI products and the underlying platform. Author architecture decision records, set guardrails for agentic workflows, define eval/observability/persistence standards, and mentor engineers. Drive platform vendor decisions with cost models, design large-scale distributed systems integrating AI and product stacks, and own responsible AI, security, and compliance for payroll and tax reporting.

Field-based Territory Account Executive responsible for sourcing, qualifying, closing, and activating accounting and bookkeeping partners across a Canadian territory. Drive net-new partner agreements, hit territory quotas and sub-client growth, run in-person sales motion (3+ days/week), maintain CRM and forecast discipline, and collaborate cross-functionally to support onboarding, marketing, and product feedback.

Sell payroll SaaS to Canadian small businesses end-to-end: prospect, close, and onboard clients. Meet quotas, build trusted client relationships, collaborate with onboarding and risk teams, and continuously learn and improve in a fast-paced remote environment.

Own revenue reporting, dashboards, and GTM analytics. Connect data across HubSpot, Zendesk, and Gong, build forecasting and commission models, improve data quality through automation and AI, and lead cross-functional RevOps initiatives.