Questrade Financial Group (QFG) , through its companies - Questrade, Questbank, Questrade Wealth Management, Community Trust Company, Zolo, and Flexiti, provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, real estate services, financial services and more. We use cutting-edge technology to help Canadians become much more financially successful and secure. At QFG, we combine human-centric collaboration with AI-driven innovation to redefine financial services.

The ideal candidate will be a catalyst for change, using AI to transform and deliver unparalleled customer experiences and shaping a future where AI empowers our teams to do their best work. Paid vacation, personal, and sick days for work-life balance Work-life balance in a hybrid environment with at least 3 days in office Opportunities to contribute to community causes We’re looking for our next Senior Principal Software Engineer.

Could It Be

You? We are seeking a visionary Senior Principal Software Engineer to serve as the chief architect and technical north star for our API Platform & Developer Experience (DX). In this highly impactful Individual Contributor (IC) role, you will design the enterprise-wide technical strategy for our external developer ecosystems.

You will define the architecture for our API gateways, developer portals, SDK pipelines, and Model Context Protocol (MCP) integrations. As the ultimate technical authority for the platform, you will solve our most complex distributed systems challenges, drive engineering excellence across multiple squads, and influence the broader organizational tech strategy without the day-to-day responsibilities of people management.



You will serve as a bridge between high-level business objectives and deep technical execution, ensuring our APIs remain robust, secure, and developer-friendly at a massive scale.

Architecture & Technical Strategy: Define the long-term architectural vision for our public APIs, Partner APIs, and internal gateway infrastructure (e.g., Pioneer next-generation integration patterns, including MCP servers for LLM/AI agents. Lead cross-departmental technical investments and evaluate emerging technologies. Architect highly scalable, frictionless self-serve developer portals and automated SDK generation pipelines.

Ensure backward compatibility, high availability, and flawless performance of our external-facing systems under immense load. Security, Identity & Resilience: Define the architectural blueprint for API identity (OAuth 2.0, OIDC, robust token management) and zero-trust access models.

Technical Leadership & Mentorship: Act as the primary technical advisor to Directors and VPs.

Mentor

Principal, Staff, and Senior engineers across the organization. Foster a culture of engineering rigor, systems thinking, and continuous innovation. Represent the company as an industry thought leader at external tech conferences or via engineering blogs.

Education & Experience: 8+ years of software engineering experience with at least 3 years acting in a Staff, Principal, or Chief Architect capacity.



Degree in Computer Science, Engineering, or a closely related field. Deep background in large-scale SaaS infrastructure, enterprise integrations, or global developer platform domains.

Technical Proficiency: C#, Python, Node.js) and frontend architectural patterns for portal development. Expert-level understanding of complex auth flows (OAuth 2.0, OIDC), API design standards (OpenAPI, GraphQL, MCP), and cloud-native infrastructure (Kubernetes, GCP/AWS). Proven ability to influence executive leadership and drive technical alignment across matrixed teams without formal reporting authority.

Exceptional systems thinking and risk mitigation skills. Track record of leading massive technical migrations or launching greenfield enterprise platforms. Exceptional communication skills, capable of translating the most complex technical challenges into clear business value.

It includes a comprehensive advantages plan and a competitive incentive (bonus) program for Full-Time Permanent roles.

At Questrade Financial

Group of Companies, with multiple office locations around the world, we are committed to fostering a diverse, inclusive and accessible work environment. Our team reflects the diversity of the communities we serve and operate in. Having a collaborative and diverse team helps us push boundaries to bring the future of fintech into existence—not only for the benefit of our customers, but for those who build their career with us.

Questrade Financial

Group of companies Applicant Tracking System utilizes artificial intelligence (AI) for application screening. The AI system operates on predetermined criteria, with final decisions subject to human review.

📌 Principal Software Engineer, Fields-Web (Toronto)
🏢 Questrade Financial Group
📍 Toronto