Payroll Specialist, Wealthsimple
18 Month Contract
CA$69.6-87k
Professional investing services made simple
Open for applications
Professional investing services made simple
1001+ employees
Open for applications
CA$69.6-87k
1001+ employees
Company mission
To help everyone achieve financial freedom.
Role
Who you are
- The Experience: 3-5+ years of full-cycle multi-province Canadian experience, including Quebec (experience with US payroll would be an asset)
- Workday Expertise: Significant hands-on experience with Workday Payroll is a must
- Team-Player Mindset: You enjoy working in a small, tight-knit team where knowledge-sharing and collaboration are the norms
- Analytical Mindset: You love a good reconciliation and have a knack for spotting patterns or errors in large datasets
- Benefit Fluency: You understand how standard benefit plans (RRSPs, 401ks, Health/Dental) work from a payroll perspective and can explain taxable benefits to employees with ease
- People-First Communication: You can translate complex tax or payroll concepts into simple terms
What the job involves
- We are looking for a Payroll Specialist to join our People Operations team for a 18-month fixed-term contract. At Wealthsimple, People Ops isn’t just a back-office function; we are the architects of the employee experience
- In this role, you’ll ensure our Canadian and US payroll operations run like clockwork. You are a Workday power-user who understands the nuances of full-cycle payroll. While you will not be managing benefits enrollment or plan design, you should have a solid grasp of how benefits impact employees’ pay
- Full-cycle Execution: Own the end-to-end semi-monthly payroll process for our Canadian and US entities
- Year-End Support: Contribute to the successful completion of the full year-end reporting cycle (T4s, RL-1s, W-2s, T2200s)
- Payroll & Benefits Support: Act as a knowledgeable resource for employees. You’ll answer questions regarding pay statements, tax withholdings, and benefit deductions
- Compliance & Filing: Help manage statutory requirements, including provincial/state tax filings, EHT, Workers’ Comp, and relevant US state filings as needed
- Audit & Reconciliation: Perform regular audits of payroll data to maintain our high standards for compliance and internal controls
Our take
Wealthsimple is one of a crop of robo-advisors trying to democratise investment management. These companies are disrupting the industry by automating many of the processes involved in investment, removing the need for human advisors.
But while other so-called robo-advisors are focused on courting the high end of the market, Wealthsimple is trying to provide the same types of tools and advice to all users, regardless of the amount they have to invest.
Wealthsimple does have higher fees than some other robo-advisors such as Betterment and Charles Schwab. However, the company believes that it provides a more user-friendly platform, tailored to millennials who will be attracted to Wealthsimple due to its ease of use and social impact offerings.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
-10% employee growth in 12 months
Company
Funding (last 2 of 9 rounds)
Oct 2025
$399.5m
LATE VC
May 2021
$544.8m
LATE VC
Total funding: $1.2bn
Company 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
Company HQ
Fashion District, Toronto, ON
Leadership
Michael Katchen
(Co-Founder & CEO)Previously worked as a Business Analyst at McKinsey and then at Ancestry.com as Country Director for Canada.
Share this job
View 13 more jobs at Wealthsimple