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Wealthsimple — Generous Parental Leave Jobs

Canadian fintech topping up parental leave to 100% pay for up to 27 weeks (primary) and 12 weeks (secondary).

5 day weekGenerous Parental LeaveToronto, CanadaEnterprise (1000+)Hybrid Remote

About Wealthsimple

What is Wealthsimple?

Wealthsimple is a Toronto-headquartered financial company whose mission, in its own words, "is to help everyone achieve financial freedom by making simple, smart, and affordable financial products for everyone." It offers "a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving", and calls itself "Canada's leading financial innovator". The company "was founded in 2014 by a team of financial experts and technology entrepreneurs", has raised "investment rounds totalling more than $1.1 billion", and administers over a hundred billion dollars in assets for millions of Canadian clients.

Where will I work?

Wealthsimple is a hybrid company: "We are a hybrid team with over 1,500 employees across North America." Its published model is specific about when in-person matters. "Our Toronto HQ is our central hub for big onsites, connection, and collaborative work"; "Our hubs in Calgary, Vancouver, NYC and San Francisco are coworking spaces, created where demand exists"; "We host team takeovers 2 to 4 times a year, where teams gather in person for strategy, problem solving, and learning"; and "R&D teams gather for Go! Days every 6 weeks to connect and ship faster." Some roles are advertised as remote within Canada while others - notably events and operations roles - are explicitly Toronto-based and office-attending, so read the posting carefully.

What is the Wealthsimple team like?

"As a team of 1500+ employees, we ship products fast, then continuously improve them. Here, everyone is a maker and an owner: that means rigorous prioritization, no red tape, and interruption-free days to think, create, and innovate." Engineering, product, design, data and machine learning sit alongside compliance, financial-crime and client-facing teams. The company runs employee resource groups "including Rainbow (2SLGBTQ), Women of WS, and Black at WS".

Work-Life Balance

Wealthsimple states: "We take a flexible approach to how and where we work. We come together in person when it matters most: to learn, solve hard problems, and build real connections and trust." Time off is published on every job ad: "20 vacation days, 4 wellness days, and unlimited sick and mental health days per year." Vacation itself is a fixed allowance - it is the sick and mental-health days that are uncapped. The standout flexibility perk is "90 days away: work outside Canada for up to 90 days per year". Focus time is protected structurally, through "interruption-free days" and Build Days that "carve out regular time for deep, focused work". Parental leave is offered with top-up compensation, though the company does not publish the length or the top-up percentage.

Perks and Benefits

  • 20 vacation days, 4 wellness days, and unlimited sick and mental health days
  • 90 Days Away: work outside Canada for up to 90 days per year
  • Top-tier health benefits
  • Life and disability insurance
  • Up to $5,000 per year for mental health supports
  • Retirement savings matching plan through Wealthsimple for Business
  • Company equity for full-time employees
  • Paid parental leave with top up compensation
  • Up to $1,500 per year for professional development
  • Coworking hubs in Calgary, Vancouver, NYC and San Francisco
  • Team takeovers 2 to 4 times a year, in person
  • Interruption-free days and Build Days for deep, focused work

Open Positions

34 jobs