Job Description

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.
Join our diverse, inclusive, and hybrid workplace to unleash your creativity and nurture your curiosity without limits. If you share this sense of infinite possibility, come shape your future at QFG.

What’s in it for you as an employee of QFG?
• Health & wellbeing resources and programs
• Paid vacation, personal, and sick days for work-life balance
• Competitive compensation and benefits packages
• Work-life balance in a hybrid environment with at least 3 days in office
• Career growth and development opportunities
• Opportunities to contribute to community causes
• Work with diverse team members in an inclusive and collaborative environment

This job posting is for an existing vacancy.

We’re looking for our next Senior Enablement Specialist. Could It Be You?
As a Senior Enablement Specialist, you are the architectural engine bridging the gap between Product innovation and Frontline execution. You translate complex product roadmaps into high-impact, user-centric documentation and manage the critical logistics of operational readiness. Leveraging an AI-first toolkit, you proactively optimize workflows and mitigate project risks to ensure our support teams are empowered to navigate change with speed and precision. You don’t just manage content; you own the technical integrity of the knowledge base that fuels our customer experience.

Need more details? Keep reading…
In this role, responsibilities include but are not limited to:
• Technical Asset Mastery: Owning the lifecycle of internal knowledge base (KB) content, ensuring 100% accuracy and alignment with the Product Roadmap.
• Process Translation: Acting as the bridge between Product/SMEs and the frontline, simplifying sophisticated financial workflows into digestible internal guides.
• Governance & Hygiene: Conducting monthly audits of the Knowledge Base to eliminate "content debt" and ensure searchability/SEO optimization for internal users.
• Enablement Execution: Supporting the rollout of new features by creating "Day 1" readiness materials, including macros, FAQs, and troubleshooting trees.
• Data-Driven Improvement: Analyzing KB usage metrics to identify knowledge gaps and proactively resolve them before they impact Customer Experience (CX).

So are YOU our next Senior Enablement Specialist? You are if you…
• Completed post-secondary education in Business, Communications, Organizational Change, or equivalent practical experience.
• Have 1–3 years of experience in Project Coordination, Technical Writing, or Enablement Operations.
• Have experience with knowledge base software, project management tools and High proficiency in AI-assisted productivity tools (e.g., Google NotebookLM) to accelerate content drafting, alongside Jira, Asana, and Google Workspace.
• Have exceptional communication skills using “plain-English”; a proven ability to distill technical jargon into simple, digestible internal guides.
• Have demonstrated ability to track multi-step initiatives and meet rigid deadlines without sacrificing documentation quality.
• Have unwavering attention to detail; you ensure every help article and guide is flawless.
• Can keep stakeholders informed and flag execution risks early to ensure documentation stays on track.
• Are able to manage multiple content tasks effectively without compromising on quality or deadlines.
• Are committed to learning Questrade’s business and the client journey to improve the relevance of our enablement assets.

Additional kudos if you…
• Have previous exposure to the stock market or financial services.
• Are familiar with basic project coordination or documentation workflows (e.g., Jira, Asana) to keep tasks organized.
• Have completed the Canadian Securities Course (CSC)

Compensation Information:
• Base salary range: $75,000 - $85,000
• The final compensation package will be commensurate with the successful candidate's experience, skills, and geographic location (Canada). It includes a comprehensive benefits plan and a competitive incentive (bonus) program for Full-Time Permanent roles.

Sounds like you? Click below to apply!
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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. This is an environment where individuals are treated with dignity and respect. Here, the unique skills and experience you bring will be valued. You will be supported and motivated, so that you can harness your unlimited potential. 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.

Candidates selected for an interview will be contacted directly. If you require accommodation during the recruitment/selection process, please let us know and we will work with you to meet your needs.