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Open nowPosted 14 hours ago

Staff Software Engineer

Workable (global search)106,842 open roles

Where
Canada
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Remote
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Your applicationOpen nowStaff Software EngineerWorkable (global search) · Canada
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The clock on this job

Early applications get read.

8.3% of postings close within 7 days. Measured by our own scanner across the market. Workable (global search) postings stay open a median of 4 days.

Share of postings closed within
  1. 1.9%1 day
  2. 4.0%3 days
  3. 8.3%7 days
  4. 15.3%14 days
  5. 34.2%30 days
This job: posted 14 hours ago

Workable (global search) median: 4 days open

The posting

About the Role

We're hiring a Staff Software Engineer to own architecture and design decisions for our platform, including the modernization of legacy enterprise systems into modern, cloud-capable solutions. You'll operate with significant autonomy, act as a force multiplier for the rest of the engineering team, work closely with our Head of R&D as a technical backup, and be a candidate for broader technical responsibility across projects as you prove yourself. This is a hands-on, high-ownership role on a lean, three-person engineering team — small enough that your architectural calls ship and show results in weeks, not after months of committee review. You'll be a player-coach: as comfortable writing code as setting direction, designing and deciding as well as implementing, delegating, and growing the engineers around you. In an AI-assisted development era, we value sound judgment and design thinking as much as implementation speed — you'll have real latitude to use tools like Claude and Cursor to move faster, not just permission to.

Responsibilities

Architecture & Technical Ownership

  • Own architecture and design decisions for the systems you're responsible for, favoring pragmatic, right-sized solutions over unnecessary complexity, and weighing trade-offs (build vs. buy, hosted vs. on-premises, integration approach) with senior-level judgment.
  • Lead the modernization of legacy systems into maintainable, cloud-capable architectures without disrupting the business relying on them.
  • Review requirements and designs early to flag architectural risk, technical debt, and feasibility gaps before they become expensive.
  • Own solution-level architecture documentation — decisions, trade-offs, and the reasoning behind them — so the system stays understandable at a glance, not just in your head.

Hands-On Delivery

  • Design and implement significant parts of the system yourself — this role ships production code, not just plans.
  • Own what you build end-to-end, including its health after it ships — if it breaks in production, you're part of fixing it.
  • Apply AI-assisted development tools (e.g., Claude, Cursor) to work faster across design, implementation, and documentation, with informed judgment about where they genuinely help.

Team Leadership & Mentorship

  • Delegate work effectively and help pull the wider team forward, rather than carrying everything yourself.
  • Mentor other engineers through code review, design discussion, and day-to-day guidance, as an individual contributor rather than a people manager.
  • Act as a technical backup to the Head of R&D, and take on broader technical responsibility across projects over time.

Product & Customer Judgment

  • Translate ambiguous customer needs — including regulated-industry and enterprise requirements — into sound technical designs.
  • Work closely with product owners, QA, and subject-matter experts to understand how the product is used and where the real risk lies.
  • Communicate trade-offs, risks, and plans clearly to both technical and non-technical stakeholders.

Ways of Working

  • Operate independently in ambiguous, shifting-priority conditions, setting your own priorities rather than waiting to be told what's next.
  • This role has no fixed lane — architecture, hands-on coding, mentoring, production support, whatever's needed. You pick it up rather than waiting for it to be assigned.
  • Participate in and help shape Agile ceremonies (stand-ups, sprint planning, retrospectives).

Our Stack

  • Frontend: React (TypeScript) single-page applications.
  • Backend: polyglot services, primarily .NET and Python, built as event-driven microservices.
  • Databases: PostgreSQL, SQL Server, and Oracle.
  • Infrastructure: containerized, Kubernetes-based deployments with owned CI/CD pipelines.
  • Deployment model: hybrid — both cloud-hosted (SaaS) and on-premises enterprise environments.
  • API & identity: API gateway / service mesh patterns and OIDC-based identity providers.
  • We're also maintaining and modernizing some longer-standing legacy systems — comfort reading and evolving older architectures is part of the job.

Requirements

What You'll Bring

Must-Have

  • 8+ years of professional software engineering experience, including real ownership of architecture and design decisions — not just executing someone else's plan.
  • Proven track record modernizing legacy systems into maintainable, cloud-capable architectures.
  • Full software development lifecycle experience: requirements through design, implementation, testing, release, and operations.
  • Strong relational database fundamentals (e.g., PostgreSQL, SQL Server, or Oracle).
  • Experience in regulated-industry and/or enterprise software environments, with a real appreciation for compliance, data integrity, and audit requirements.
  • Solid grounding in secure coding practices and software design principles.
  • A track record of mentoring or informally leading other engineers — pulling a team forward, not just excelling individually.
  • Excellent written and verbal communication in English, with both technical and non-technical audiences.

Nice-to-Have

  • Hands-on experience designing and owning CI/CD pipelines, not just using ones someone else built.
  • Experience with hybrid deployment models — supporting both cloud-hosted/SaaS and on-premises enterprise environments.
  • Experience across more than one of PostgreSQL, SQL Server, and Oracle.
  • Practical, regular use of AI-assisted development tools (Claude, Cursor, or similar) in your day-to-day engineering workflow.
  • A habit of evaluating and adopting new tools and technologies early.
  • Experience designing or shipping AI/ML-powered features in a production application (e.g., using LLMs, cloud AI/ML services, or applied ML) — we're actively exploring how AI capabilities fit into our platform.

You'll Thrive Here If

  • You're comfortable operating with autonomy and ambiguity, reasoning from first principles when there's no existing playbook to follow.
  • You're self-directed with a “get it done” mindset — you pick up what's needed rather than waiting for it to be assigned.
  • You want your architecture decisions to matter beyond a single sprint, on a team small enough to notice.

Benefits

  • Competitive salary aligned to experience and market.
  • Employee profit sharing plan.
  • Fully remote.
  • Comprehensive health, dental and vision insurance.
  • High ownership and autonomy across product marketing initiatives.
  • Opportunity to work directly with leadership in a fast-paced environment.
  • Fast-growing environment with strong long-term career development potential.

#S&WTechnologies

#TAGSoftwareGroup

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