Senior Specialist, Training (Questbank)

Questrade Financial Group•Toronto, ON

20h•Hybrid

About The Position

The Senior Specialist, Training is a high-impact role responsible for bridging the gap between Questbank’s legacy operations and our new, modernized future. As the bank undergoes a massive transformation of its systems and standards, you will ensure our people are not just "trained," but truly engaged and bought-in. You are a creative storyteller and an energetic educator who can pivot from teaching technical workflows to coaching underwriters on soft skills. This is a "builder" role. You will design the annual training calendar from scratch, manage high-visibility training sessions, and leverage cutting-edge AI tools like Google Gemini and NotebookLM to revolutionize how we deliver job-aids. Your mission is to drive operational excellence, ensure regulatory compliance, and sustain a strong training curriculum.

Requirements

University Degree in Communications, Education, Business, Human Resources, or a related field.
4 to 7 years in a Corporate Training, Internal Communication, Human Resources, or Change Management role.
Expert-level Google Workspace (Slides, Docs, Sheets).
High comfort level, or a deep desire to master Generative AI (Gemini, NotebookLM) to revolutionize how training content and job-aids are developed.
Deep understanding of adult learning principles with the ability to build a curriculum that bridges the gap between technical "how-to" and behavioral "soft skills."
A strong understanding of Banking Operations (Mortgages, Collections, Underwriting, Credit Card Operations, etc.) to ensure training is credible and accurate.
An eye for design and branding; you make internal training documentation look like a premium product, not a dry corporate memo.
A natural public speaker who can hold the room's attention, whether talking to entry-level staff or the Executive team.
A self-starter who is comfortable with ambiguity and excited by the challenge of creating a training curriculum from scratch rather than following a pre-existing manual.

Responsibilities

Act as the primary bridge between Subject Matter Experts and the front line, translating complex technical system changes and regulatory requirements into digestible, engaging learning modules.
Design, manage, and execute a comprehensive annual training roadmap that ensures all Operations staff meet mandatory regulatory and performance standards.
Partner with Operations leaders to define "what good looks like" for various roles (e.g., Mortgage Underwriter vs. Collections Agent) and map specific training paths to those competencies.
Actively use Google Gemini to build custom "Gems" for training support and leverage NotebookLM to synthesize complex procedures into digestible learning materials.
Build diverse learning assets including e-learning modules (no specialized authoring tools required, but high creativity expected), professional Google Slides presentations, and internal newsletters.
Confidently host live classroom sessions, webinars, and town halls, acting as the "face" of Operations training to drive rapid learning and proficiency.
Design and implement gamified learning initiatives, such as internal certification badges, leaderboards, or knowledge competitions, to incentivize skill development and boost employee engagement during the bank's digital transformation.
Establish a robust framework for tracking and reporting on key training metrics (e.g., completion rates, assessment scores, and time-to-proficiency) to measure the effectiveness of learning programs and provide actionable insights to leadership.
Design and deliver specialized, high-impact training sessions and strategic briefings for Executive leaders required to drive the bank’s modernization.