Benefits Lead

Your career is an investment that grows over time!

Wealthsimple is on a mission to help everyone achieve financial freedom by reimagining what it means to manage your money. Using smart technology, we take financial services that are often confusing, opaque and expensive and make them transparent and low-cost for everyone. We’re the largest fintech company in Canada, with over 4 million users who trust us with more than $80 billion in assets.

Our teams ship often and make an impact with groundbreaking ideas. We're looking for talented people who keep it simple and value collaboration and humility as we continue to create inclusive and high-performing teams where people can be inspired to do their best work.

• Design and manage a comprehensive suite of benefits, perks, and other non-monetary rewards programs that support the holistic health, financial security, and wellbeing of our employees
• Own the strategy, design, and administration of our Canadian and US core benefits and group retirement plans; as well as other company perks such as leaves policies, employee gifting, and wellness spending accounts
• Serve as the primary point of contact for all employee inquiries and escalations related to benefits, providing timely and human-first support
• Act as the primary benefits partner and main point of contact on benefits-related topics including eligibility requests, policy clarifications, and stakeholder and enterprise-wide training
• Manage relationships with all benefits and perks providers to ensure high-quality service and seamless administration of our employee benefits

• Relevant work experience: You have 5+ years experience in benefits administration and design. Expertise in both Canadian and US benefits plans is required
• Stakeholder partnership: Demonstrated experience acting as a trusted partner to stakeholders, employees, and benefits partners
• Decision making: You are comfortable making sound decisions under pressure and ambiguity   
• Communication and collaboration: You are able to communicate complex ideas in a simple & easy-to-understand way for any audience. You have excellent interpersonal skills and willingness to work in collaboration with a wide range of stakeholders and teams
• Problem solving: You are a thoughtful problem solver, comfortable managing employee escalations and exceptions with sound judgment and discretion
• Attention to detail: You sweat the details. You know what top tier performance looks like because you have been a high achiever yourself
• Creativity: You are comfortable with thinking outside of the box and being open to new ideas. You are curious and take initiative to experiment with new ideas, technologies, and solutions

• Quickly master our Total Rewards philosophy and existing benefits policies and programs
• Establish strong partnerships with the People Operations team, our benefits brokers, and vendors to build trust and deepen relationships
• Spearhead ongoing benefits projects, partnering closely with the Head of Total Rewards 
• Review, audit, and execute on improvements to our current benefits programs, policies, and administration processes to improve efficiency and the employee experience

Why Wealthsimple?

🤑 Competitive salary with top-tier health benefits and life insurance

📈 Retirement savings matching plan using Wealthsimple for Business

🌴 20 vacation days per year and unlimited sick and mental health days

📚 Up to $1,500 per year towards wellness and professional development budgets respectively 

🛫 90 days away program: Employees can work internationally in eligible countries for up to 90 days per calendar year 

🌎 A wide variety of peer and company-led Employee Resource Groups (ie. Rainbow, Women of Wealthsimple, Black @ WS)

💖 Company-wide wellness days off scheduled throughout the year

We’re a remote-first team, with over 1,000 employees coast to coast in North America. Be a part of our Canadian success story and help shape the financial future of millions — join us!

Read our Culture Manual and learn more about how we work.

Technology & Innovation at Wealthsimple

We believe the future belongs to those who innovate boldly. At Wealthsimple, every team member is expected to lean into new technologies, including AI, and tooling to rethink how we work, solve problems faster, and create even greater value. We're looking for people who are not just comfortable with change but energized by it. Our commitment is to build a company that evolves at the pace of the world around us, and we want you to help lead that future.

DEI Statement

At Wealthsimple, we are building products for a diverse world and we need a diverse team to do that successfully. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. 

Accessibility Statement

Wealthsimple provides an accessible candidate experience. If you need any accommodations or adjustments throughout the interview process and beyond, please let us know, and we will work with you to provide the necessary support and make reasonable accommodations to facilitate your participation. We are continuously working to improve our accessibility practices and welcome any feedback or suggestions on how we can better accommodate candidates with accessibility needs.