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HRXconnect

Principal Software Engineer

Toronto, ON, Canada
Greater Toronto Area, Canada, Canada

Job type: Full-time
Apply by: Mar 24, 2027
Posting language: English
Posted: Sep 25, 2026

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Original job description

Principal Software Engineer, Technology

We are hiring for one of Canada's fastest growing technology companies, recognized by Deloitte as the #1 Enterprise Software company in the 2025 North American Technology Fast 500 and ranked #5 in Deloitte Canada's 2024 Technology Fast 50 Companies to Watch.

This is a rare opportunity for an accomplished technical leader to join a scaling organization at a pivotal stage, with a meaningful opportunity to grow into a broader Director-level mandate as scope and results warrant.

We are looking for someone who has been there before, a leader who has driven technical direction and built organizational structure through a similar growth stage, who knows how to bring architectural rigor to a fast-moving organization, and who can turn a group of strong individual team leads into a durable, well-run technical function.

You will work alongside the current engineering leader and the existing C-suite in a highly collaborative environment where Engineering is a strategic partner to the business. This is an opportunity to help shape what comes next.

The Mandate

As a Principal Software Engineer, you will combine deep technical ownership with direct leadership of four team leads, helping the organization build the structure it needs to scale.

Your mandate will include:

Directly manage four team leads across product engineering, logistics engineering, customer engineering, and special projects
Act as a top-level technical authority, partner closely with the current engineering leader on architecture, technical planning, and roadmap execution
Make and support high-quality technical and system-level design decisions at scale
Coach and develop team leads, improving their technical decision-making and management capability
Formalize and evolve engineering processes: career progression, work allocation, coaching, planning, and execution frameworks
Build scalable operating rhythms, policies, and documentation where progression and process are currently informal
Ensure urgent, cross-functional work can be absorbed without derailing committed roadmap work
Collaborate effectively with C-suite leaders and other incoming Director-level hires

In your first 6–12 months, you will get close to each team and its work, build trust with the team leads, and identify where structure is missing, both technical and organizational. You will formalize career progression and performance frameworks, establish clearer planning and execution cadences, and put in place the documentation and policies the organization needs as it grows. You will also take on a growing share of architecture and roadmap decision-making alongside the current engineering leader, and demonstrate the judgment and impact that support a path to a broader Director-level mandate.

Who You Are

You are an experienced technical leader who has already scaled an organization through a comparable growth stage, you've built this kind of structure before, not just read about it.

You are likely operating today as a Staff+, Senior Staff, Principal, or Engineering Manager at a scale-up, and ready for a meaningful increase in scope, including formal ownership of direct reports.

You have a strong full-stack engineering background, having climbed the technical ladder and remained hands-on even as you've taken on people leadership.
You have built or significantly improved engineering processes, career progression frameworks, and planning cadences in an organization that didn't have them yet.
You are a strong people leader, comfortable managing and coaching team leads, and helping first-time or emerging managers grow.
You bring excellent written and verbal communication, and can point to real evidence of it, technical writing, conference talks, or a track record of clear communication with technical and non-technical audiences alike.
You are comfortable operating hands-on in an evolving organization with incomplete processes, rather than expecting a fully built environment.
You bring a collaborative, low-ego style, you're motivated by building something well with others, and you're comfortable challenging leadership constructively rather than simply agreeing.

You bring:

Demonstrated success scaling an engineering organization in a startup or scale-up environment, ideally at a stage beyond where this organization is today
Strong systems, architecture, and full-stack engineering judgment
A track record of directly managing and developing team leads, managers, or other emerging leaders
Experience formalizing engineering processes: progression frameworks, work allocation, coaching structures, and execution rhythms
Excellent written and verbal communication skills, with concrete examples to draw on
Comfort partnering with a current organizational leader rather than operating in a vacuum
Willingness to work hybrid, based in or near Toronto
Experience at a company outside of large, established tech organizations, where core technical and organizational problems are typically already solved
A track record of balancing hands-on technical credibility with people leadership, you can still review code or weigh in on architecture, but you don't need to be the smartest engineer in the room to lead effectively
Judgment for when to build process versus when process would slow the team down, especially in ambiguous, fast-changing environments
Experience hiring and interviewing engineers and engineering leaders, including defining role scope and leveling criteria from scratch
Comfort operating with incomplete information and revisiting decisions as the organization's needs evolve, rather than defending a framework once it's built
A track record of translating ambiguous business or technical goals into a clear team structure, roadmap, or set of priorities

Our Stack

Languages/Frameworks: TypeScript, NodeJS, React
Database: MongoDB
Cloud/Infra: AWS, Terraform
APIs: REST APIs at scale (1B+ requests/month)
Integrations: CRM & ERP platform integrations, third-party API ecosystems

Why This Role

You will join at a moment when the engineering organization has real technical talent and strong team leads, but is still building the formal structure it needs to scale further. This role is being built around real ownership: partnering closely with the current engineering leader today, and growing into independent ownership of architecture, planning, and organizational decisions as you establish trust and track record.

You will have the opportunity to build lasting structure, develop the leaders reporting to you, and shape how the engineering organization scales into its next stage of growth.

For the right leader, this role carries a meaningful path to grow into a broader Director-level mandate, though the specific timeline and scope will depend on performance and business needs rather than being guaranteed at the outset.

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More about this job

Responsibilities

Lead four engineering team leads while partnering with the current engineering leader on architecture, technical planning, and roadmap execution. Develop scalable engineering processes, coach emerging leaders, and establish the organizational structure needed to support growth.

Requirements

Requires demonstrated experience scaling engineering organizations in a startup or scale-up, strong full-stack and architectural judgment, and a track record of managing and developing team leads or emerging managers. Candidates should be comfortable building processes in an evolving environment, communicating effectively, and working hybrid in or near Toronto.

Skills

Engineering Leadership
Full-Stack Engineering
Systems Architecture
Technical Planning
Roadmap Execution
People Management
Coaching and Mentoring
Engineering Process Development
Career Progression Frameworks
Work Allocation
Performance Management
Hiring and Interviewing
Technical Communication
TypeScript
Node.js
React

Visa sponsorship

Not detected in the job text

Keywords

TypeScript
Node.js
React
MongoDB
AWS
Terraform
REST APIs
CRM Integrations
ERP Integrations
Third-Party APIs
Full-Stack Engineering
Systems Architecture
Engineering Organization Scaling
Technical Roadmaps
Engineering Management
Team Leadership
Career Progression Frameworks
Performance Frameworks
Work Allocation
Planning and Execution
Coaching
Hiring
Interviewing
Technical Writing
Cross-Functional Collaboration
Organizational Design

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