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Senior Program Manager

Wealthsimple6 days ago
Remote
Canada
CA$110,868 - CA$138,585/yearly
Senior Level

Top Benefits

Retirement savings matching plan through Wealthsimple Work
Company equity for full-time employees
Paid parental leave (6 months, 100% salary)

About the role

Who you are

  • 5+ years of experience in onboarding, enablement, learning, employee experience, or a related field
  • Experience owning and evolving an end-to-end program in a fast-moving environment
  • Strong facilitation and executive presence, with comfort presenting to large and senior audiences
  • A track record of designing thoughtful, experiential learning moments beyond live sessions
  • Fluency with AI tools and a demonstrated ability to use technology to scale impact and improve outcomes
  • Comfort operating in ambiguity — you create structure where it doesn’t yet exist
  • A systems-thinking mindset — you can zoom out to design cohesive journeys while sweating the details that make experiences feel thoughtful and high quality
  • Strong written and verbal communication skills
  • The ability to influence senior leaders and work cross-functionally without formal authority
  • A warm, credible presence — people trust you quickly

What the job involves

  • As Senior Program Manager, you’ll own how new employees experience Wealthsimple
  • You’ll welcome new hires on day one, set the tone and bring our culture to life - while also giving them early clarity on how we work, what strong performance looks like, and how they can ramp quickly and succeed at Wealthsimple
  • This role is focused on experience design, facilitation, and program ownership
  • You’ll reimagine, elevate, and scale our onboarding experience so it reflects the same bar and craft as our product and brand
  • You’ll shape and evolve our onboarding program, facilitate key onboarding moments yourself, and work closely with leaders and facilitators across the company to deliver a thoughtful, consistent experience that sets new hires up for success
  • This is not an HR operations role
  • You won’t be responsible for system access, equipment provisioning, or administrative setup
  • Instead, you’ll partner closely with operational teams so you can stay focused on the human side of onboarding
  • Reimagine and build a centralized, AI-enhanced onboarding platform that serves as the single front door for new hires
  • Design a cohesive onboarding journey that blends live sessions, asynchronous learning, self-serve content, and early touchpoints into one seamless experience
  • Craft a compelling narrative arc across onboarding — bringing our culture, operating norms, and performance expectations to life in a clear, memorable way
  • Ensure new hires quickly understand how Wealthsimple works: how decisions get made, what strong performance looks like, and how to ramp effectively
  • Facilitate key onboarding moments yourself, setting the tone and modeling the bar for quality and delivery
  • Partner with leaders and the People team to create a clear, consistent manager onboarding framework that supports every new hire’s success
  • Set quality standards for facilitators and continuously improve the program through feedback, experimentation, and iteration
  • Operate with curiosity and extreme ownership — identifying gaps, navigating ambiguity, and raising the bar for the overall onboarding experience

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
  • Employee resource plan including services like RMT, psychology, and physiotherapy
  • Up to $5,000 per year for mental health supports
  • Gender Affirmation 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

About Wealthsimple

Financial Services
1001-5000

All of your investing, made simple. wsim.co/legal

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