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Learning & Lead

Remote / Online - Candidates ideally in
Brampton, Ontario, L4T 3B4, Canada
Listing for: Wealthsimple Inc.
Full Time, Remote/Work from Home position
Listed on 2026-11-02
Job specializations:
  • HR/Recruitment
    HR Generalist / Talent Management, HRIS Specialist
Salary/Wage Range or Industry Benchmark: 110000 - 150000 CAD Yearly CAD 110000.00 150000.00 YEAR
Job Description & How to Apply Below
Position: Learning & Employee Experience Lead
  • As Lead, Learning & Employee Experience, you own the experiences that shape how it feels to join, learn and grow at Wealthsimple: our onboarding and learning programs, and the employee events that bring Wealthsimple rs together in person and remotely
  • You design, deliver and run all of it, end to end
  • This is a hands‑on facilitation role reporting to our Senior Lead, Program Manager within People Operations, so you will be in front of a room regularly and often, and you will be exceptional at it
  • In your first 6–12 months, success looks like new hires getting productive faster, leaders ready to run a team well from their first quarter, and company‑wide events that send people back to their teams more connected and clearer on what we’re building and why
  • Our Employee Experience team sits within People Operations and owns the experiences that define life at Wealthsimple: new employee onboarding, learning and development, mandatory and compliance training, and the company‑wide events that bring us together
  • We’re a small, high‑autonomy team that partners closely with Talent Acquisition, People Systems, Communications, IT, Brand and departmental leaders across the business
  • We’re in a build‑and‑scale phase, modernizing how we deliver learning, automating the operational backbone of onboarding, and raising the standard for our employee events and experiences
  • Own new employee onboarding end to end. Design, deliver and run every cohort, from pre‑boarding communications through to the live sessions, and build tailored paths with department leaders. Same for new leader, intern and returning‑employee onboarding
  • Facilitate, regularly and often. You will lead live learning and onboarding sessions for groups of ten to sixty-plus, in person and remotely. This is core to the job, not an occasional add‑on, so you need to love it and be great at it
  • Design, develop and oversee our key employee events, delivered both in person and remotely and thinking about how these fit together in a cohesive way. You own the plan and the day: experience and agenda design, workback, budgets and vendors, executive briefings, communications, registration and production
  • Build and run our learning programs. Design the curriculum, from leadership foundations to mandatory and compliance training, build it in our learning platform yourself, and own the logistics that keep it running
  • Measure what you build and bring people with you. Create the feedback loops that show whether a program is working, and keep Talent, Communications, IT, Brand and senior leaders aligned so it lands. You ship, learn, and iterate - no program you own is ever delivered the same way twice
Benefits
  • Retirement savings matching plan through Wealthsimple Work
  • Company equity for full-time employees
  • Access to Premium Client perks, including personal finance learning & advice and a boosted interest rate on deposits
  • Paid parental leave (6 months topped up to 100% of salary)
  • 20 vacation days per year
  • 90 Days Away program
  • Top-tier health benefits
  • Life & disability insurance
  • Generous sick and mental health days
  • Up to $5,000 per year for mental health supports
  • Employee resource plan including services like RMT, psychology, and physiotherapy
  • Gender Affiliation benefits
  • Up to $1,500 per year for professional development
  • Up to $1,500 per year for wellness and home office expenses
  • Employee resource groups
  • Social impact hours
Requirements
  • A data-driven approach: you build measurement in from the start and let feedback and metrics decide what changes.
  • You use good judgement when leveraging AI tools to speed up content design, maintenance and program operations
  • Hands‑on experience planning and producing employee events from concept to delivery, covering experience design, budgets, vendors,…
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