Staff Software Development Engineer - Applied AI
Wagepoint
| Company | Wagepoint |
| Category | Engineering |
| Location | — |
| Remote | — |
| Employment | Not stated |
| Level | Not stated |
| Salary | Not stated by the employer |
| Posted | 21 Jul 2026 |
| Last verified | 30 Jul 2026 |
| Source | Employer career page (teamtailor) |
Description
Who we are: At Wagepoint, we're good people. It's easy to feel that way when you're surrounded by folks doing the best work of their careers, building great payroll software for small businesses across Canada. Our team brings together diverse backgrounds, perspectives, experiences, and ideas to make payroll the easiest part of running a business. We're remote-first, growing, and looking for passionate people who don't settle for the first solution or the way it's been done before. We care deeply about our customers and each other, and understand that when it comes to payroll, getting it right matters. Our values guide how we work and what we expect from one another: Cultivate Impact by focusing on what matters most and delivering meaningful outcomes for our customers. Unify as One Team by collaborating openly, communicating clearly, and rallying around shared goals. Stay Curious and Kind by challenging assumptions, learning quickly, and leading with empathy. If you want to build the future of payroll in a place where your ideas are welcomed and your contributions matter, look no further! The Role: We’re looking for a talented Staff Software Development Engineer - Applied AI who enjoys tackling hard problems and wants to create meaningful impact for small businesses across Canada. You’ll own AI-powered services at Wagepoint end to end, from agent architecture through production operation. This role is defined by deep, hands-on ownership of one or more AI services, applying current agentic AI technologies to solve real payroll problems for our customers accurately, securely, and at scale. You will report directly to our VP, Engineering. Like every engineer at Wagepoint, you do not write software by hand. You’re a major contributor to the software factory, the agentic pipeline of specs, agent implementation, agent review, and human approval that produces our software. You’ll own specific agents within it and work with your teammates to constantly improve the factory itself. You’ll make sound local architecture calls without needing them ratified by committee. You select agent architectures for cost and predictability, design data representations that ground LLMs in accurate business context, and own the full path to production, including application code, infrastructure as code, CI/CD, evaluation, and observability. You build within Wagepoint’s established AI platform standards (platform boundaries, persistence standards, guardrail rules) rather than authoring them, and you’ll be the engineer others pull in when something in your domain breaks or needs deep expertise. 75% of your time goes to customer-facing AI products. The rest goes to Wagepoint’s internal use of AI and our software factory, the agentic tooling and practices engineering runs on. Wagepoint’s goal is Level 4 on our agentic development ladder (you approve the spec, agents implement and review, you approve the PR), advancing toward Level 5 over time, without ever compromising quality in our highly regulated payroll and tax reporting environment. Your output is measured by the reliability, cost efficiency, and correctness of what you ship. What You'll Be Expected To Own: Own one or more AI-powered services end to end, from agent architecture selection through production operation. Build data-representation layers that ground LLMs in accurate, token-efficient business context. Build automated eval pipelines that gate releases, and monitor drift and regressions in production. Implement guardrails against prompt injection, tool misuse, and data exposure in owned services. Own Terraform, CI/CD, observability, and cost engineering for owned services. Connect AI services to Wagepoint’s products and APIs via MCP and secure APIs. Direct and review agentic development end to end for owned services, moving them toward Level 4 of the agentic developme
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