Senior Software Engineer, AI

Justworks, Inc.; Toronto; On-site; CAD 188,000 - 242,000; Full time

Benefits offered by this job

Great benefits

Wellness program

Company retreats

Job summary

Justworks, Inc. is seeking a Senior Software Engineer to join a small, autonomous team building AI-native systems that scale operations. You will own large sections of the technology stack, drive pragmatic decisions in evolving space, and ship production-ready systems relied on daily.

You will contribute to agent design, backend architecture, and knowledge infrastructure while mentoring peers. The role blends hands-on development with strategic product thinking in a fast-paced, early-stage

Qualifications

• 5+ years of backend engineering experience building and operating production systems.
• Hands-on experience with LLMs and AI agents (orchestration, RAG, tool/function calling, or similar).
• Strong API design and system integration skills.
• Product-minded: questions requirements and contributes to product decisions, not just execution.
• Proven ownership of complex projects in ambiguous, early-stage environments.

Responsibilities

• Design, build, and own core components of the agent platform, from the orchestration layer to the tool integrations connecting it to internal systems.
• Build and evolve the capabilities layer: APIs, data access patterns, and service integrations for agents to execute operational workflows.
• Architect the knowledge and memory infrastructure, allowing agents to retrieve the data and act across our systems.
• Design and implement the trust and safety framework, including audit trails, human-in-the-loop controls, and guardrails for safe and auditable AI-driven operations.
• Contribute to agent evaluation and testing infrastructure, defining how we measure accuracy, reliability, and regression across agent behaviors.
• Partner directly with Operations to understand workflows, identify automation opportunities, and translate process knowledge into agent capabilities.
• Mentor other engineers on the team as it grows.

Skills

Backend engineering

LLMs & AI agents

API design

Product-minded

Ownership of complex projects

Tools

Production systems

Job description

At Justworks, you’ll enjoy a welcoming and casual environment, great benefits, wellness program offerings, company retreats, and the ability to interact with and learn from leaders in the startup community. We work hard and care about our most prized asset - our people.

We’re helping businesses get off the ground by enabling them to focus on running their business. We solve HR issues. We’re data-driven and never stop iterating. If you’d like to work in a supportive, entrepreneurial environment, are interested in building something meaningful and having fun while doing it, we’d love to hear from you.

We're united by shared goals and shared motivations at Justworks. These are best summed up in our company values, which are reflected in our product and in our team.

If this sounds like you, you’ll fit right in.

Who You Are

You are self-driven and like to work with others to remove roadblocks. You are curious and love to explore and learn new technologies. You have demonstrated the ability to build, deploy, and maintain large-scale, complex applications. You care more about solutions and impacting the customer experience than using a particular tool or framework.

About the role:

You will join a small, highly autonomous cross-functional team to build AI agents that fundamentally transform how operations work at scale. Instead of writing bespoke software for every workflow, we are developing an agent platform that can read operational knowledge, reason about it in context, and execute tasks end-to-end. This approach allows us to scale complexity through knowledge and reasoning, rather than simply through code.

This is an opportunity to join a foundational team, which currently consists of fewer than five engineers. The work spans critical areas including LLM-powered agent design, robust backend service architecture, tool and integration development, and sophisticated knowledge infrastructure.

We are seeking a Senior Software Engineer with a strong passion for building AI-native systems in a product environment. The ideal candidate will be able to take ownership of large segments of the technology stack, make pragmatic technical decisions in ambiguous and emerging territory, and consistently ship high-quality, production-ready systems that our users rely on every day.

Responsibilities:

• Design, build, and own core components of the agent platform, from the orchestration layer to the tool integrations connecting it to internal systems.
• Build and evolve the capabilities layer: APIs, data access patterns, and service integrations for agents to execute operational workflows.
• Architect the knowledge and memory infrastructure, allowing agents to retrieve the data and act across our systems.
• Design and implement the trust and safety framework, including audit trails, human-in-the-loop controls, and guardrails for safe and auditable AI-driven operations.
• Contribute to agent evaluation and testing infrastructure, defining how we measure accuracy, reliability, and regression across agent behaviors.
• Partner directly with Operations to understand workflows, identify automation opportunities, and translate process knowledge into agent capabilities.
• Mentor other engineers on the team as it grows.

About the candidate

• You are comfortable in a fast-paced, early-stage environment. You demonstrate a "scrappy" and resourceful approach, proactively identifying solutions and unblocking yourself without needing a fully defined path.
• You are pragmatic and balance quality with speed. You understand when to optimize for long-term durability and when to iterate quickly. You prioritize pragmatism over being overly precious about code, but never compromise on quality in a way that creates future issues.
• You are product-minded. You look beyond the immediate task, seeking to understand the "why" behind the build and questioning whether it's the right product solution. You are comfortable contributing product thinking alongside engineering work.
• You demonstrate a strong ownership mindset. You are proactive, identify gaps, and drive initiatives to completion without waiting for explicit instructions. When encountering issues or ambiguity, you address them directly.
• You possess strong backend engineering fundamentals. You can confidently design, build, and operate production systems.
• You are curious and eager to develop expertise in AI and LLMs. While deep research is not required, you are motivated to build practical, real-world products using these tools, specifically focusing on agent systems.

Qualifications

• 5+ years of backend engineering experience building and operating production systems
• Hands-on experience with LLMs and AI agents (orchestration, RAG, tool/function calling, or similar)
• Strong API design and system integration skills
• Product-minded: questions requirements and contributes to product decisions, not just execution
• Proven ownership of complex projects in ambiguous, early-stage environments

Technologies Used

The base wage range for this position based in our Toronto office is targeted at $188,000.00 to $242,000.00 CAD per year.

#LI-AD1 #LI-Hybrid #LI-JS1

Actual compensation is based on multiple factors that are unique to each candidate, including and not limited to skill set, level of relevant experience, and specific work location. Salary ranges for positions based in other locations may differ based on the cost of labor in that location.

For more information about Justworks’ Total Reward Philosophy, including all of the perks and benefits we are proud to offer our team members, please visit Total Rewards @ Justworks .

Diversity At Justworks

Justworks is committed to maintaining a workplace where diversity of identity, culture, and life experience is the norm and is celebrated authentically and respected consistently. Diversity in our work, our people, and our product drives creativity and innovation, entrepreneurial leadership and integrity, competitiveness, and collaboration throughout our business and in the market. We depend on our differences to make our team stronger, our workplace more dynamic, and our product accessible to all of our customers.

We’re proud to be an equal opportunity employer open to all qualified applicants regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital or familial status, disability, pregnancy, gender identity or expression, veteran status, genetic information, or any other legally protected status. Justworks is fully dedicated to providing necessary support to candidates with disabilities who may require reasonable accommodations. We also provide reasonable accommodations to employees based on their sincerely held religious beliefs, as well as for other covered reasons consistent with applicable federal, state, and local laws. If you're in need of a reasonable accommodation, please reach out to us at [e-mail] . Your comfort and success matter to us, and we're here to ensure an inclusive experience.

Just Be You

We’re committed to building a culture where everyone feels welcome, supported, and empowered to thrive. We believe that a wide range of perspectives, experiences, and identities strengthens our team and helps us create the kind of workplace—and world we want to see.

We believe that in order to gather accurate demographic information we need to move beyond traditional questions about gender, race and ethnicity, and sexual orientation in favor of more inclusive and open-ended approaches. Of course, thinking around these areas is ever-evolving so, wherever applicable please feel free to select "I prefer to self-describe" and then elaborate so we can use your feedback to inform survey selections in the future.

Participation in this survey is completely optional. Any responses you choose to share will not be associated with your application and will not in any way be used in any hiring decision. We are collecting this information to deepen our understanding of our candidate pool and to continue to foster a welcoming and equitable hiring experience for all.

At Justworks, we are building an open, inclusive, and collaborative culture that values each person’s unique potential. We strive to help every Justworker grow with confidence in the collective service of our company, our community, and our customers.

We know that creating a truly inclusive workplace where everyone thrives is an ongoing journey—one that requires consistency, accountability, and shared commitment. We’re proud of the company we’re building together, one great Justworker at a time.