Senior Enablement Specialist

Questrade Financial Group•Toronto, ON

2d•Hybrid

About The Position

Questrade Financial Group (QFG) is seeking a Senior Enablement Specialist to act as the architectural engine bridging the gap between Product innovation and Frontline execution. This role involves translating complex product roadmaps into high-impact, user-centric documentation and managing the critical logistics of operational readiness. The specialist will leverage an AI-first toolkit to proactively optimize workflows and mitigate project risks, ensuring support teams are empowered to navigate change with speed and precision. The role owns the technical integrity of the knowledge base that fuels customer experience.

Requirements

Completed post-secondary education in Business, Communications, Organizational Change, or equivalent practical experience.
1–3 years of experience in Project Coordination, Technical Writing, or Enablement Operations.
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.
Exceptional communication skills using “plain-English”; a proven ability to distill technical jargon into simple, digestible internal guides.
Demonstrated ability to track multi-step initiatives and meet rigid deadlines without sacrificing documentation quality.
Unwavering attention to detail; you ensure every help article and guide is flawless.
Ability to keep stakeholders informed and flag execution risks early to ensure documentation stays on track.
Able to manage multiple content tasks effectively without compromising on quality or deadlines.
Committed to learning Questrade’s business and the client journey to improve the relevance of our enablement assets.

Nice To Haves

Previous exposure to the stock market or financial services.
Familiarity with basic project coordination or documentation workflows (e.g., Jira, Asana) to keep tasks organized.
Completed the Canadian Securities Course (CSC)

Responsibilities

Owning the lifecycle of internal knowledge base (KB) content, ensuring 100% accuracy and alignment with the Product Roadmap.
Acting as the bridge between Product/SMEs and the frontline, simplifying sophisticated financial workflows into digestible internal guides.
Conducting monthly audits of the Knowledge Base to eliminate "content debt" and ensure searchability/SEO optimization for internal users.
Supporting the rollout of new features by creating "Day 1" readiness materials, including macros, FAQs, and troubleshooting trees.
Analyzing KB usage metrics to identify knowledge gaps and proactively resolve them before they impact Customer Experience (CX).