Wealthsimple is hiring a Senior Program Manager to own how new employees experience the company. Your mission is to set the tone, bring our culture to life, and provide early clarity on how we work. You'll design a seamless onboarding journey that helps new hires ramp quickly and succeed.
What You'll Do
- Reimagine and build a centralized, AI-enhanced onboarding platform as the single front door for new hires
- Design a cohesive onboarding journey blending live sessions, asynchronous learning, self-serve content, and early touchpoints
- Craft a compelling narrative arc that brings our culture, operating norms, and performance expectations to life
- Ensure new hires quickly understand how decisions are made, what strong performance looks like, and how to ramp effectively
- Facilitate key onboarding moments yourself, modeling the bar for quality and delivery
- Partner with leaders and the People team to create a clear, consistent manager onboarding framework
- Set quality standards for facilitators and continuously improve the program through feedback and iteration
- Operate with curiosity and extreme ownership, identifying gaps and raising the bar for the overall experience
What We're Looking For
- 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 and creating structure where it doesn't yet exist
- A systems-thinking mindset, able to design cohesive journeys while sweating the details
- Strong written and verbal communication skills
- The ability to influence senior leaders and work cross-functionally without formal authority
- A warm, credible presence that builds trust quickly
Benefits & Compensation
- Top-tier health benefits and life insurance
- Long-term group savings with employer match, through Wealthsimple for Business
- 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year
- 90 days away: work outside Canada for up to 90 days per year
- Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS
Work Mode
This role follows a hybrid work model and is location-flexible across North America.
We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.





