Build something people love
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 and expensive and make them transparent and low-cost for everyone. We’re the largest fintech company in Canada, with 3+ million users who trust us with more than $100 billion in assets. And we’re just getting started.
We’re looking for someone who thinks big, sweats the small stuff and keeps things simple. You’ll join a high-bar, fast-paced team where people are trusted to own their work, communicate openly, and ship things that improve our clients’ lives. Collaboration, humility, and an obsession over quality are how we get stuff done.
About the team
In 2024, TLDR became the first Canadian newsletter to win a Webby Award, beating out CNN, Scott Galloway’s No Mercy / No Malice, and The Hustle for the Best Business, News, & Tech Newsletter.
TLDR is made by Wealthsimple Media, the independent editorial arm of financial-technology company Wealthsimple. Over the years, the team has launched a number of editorial properties in addition to TLDR, including Wealthsimple Magazine and the TLDR Podcast. It has published essays by David Sedaris, Karen Russell, Rembert Browne, and Nico Walker, among other acclaimed writers, and featured interviews with celebrities such as Anthony Bourdain, Kim Kardashian, Matty Matheson, ARKK’s Cathie Wood, and Pulitzer Prize-winning sociologist Matthew Desmond.
About the role
Wealthsimple Media intends to hire a senior news writer to help run TLDR. We want someone who can own the voice of the newsletter and make it their own — and wants to be something of a star. We have a large platform, and we want you to use it to build a name for yourself (and the newsletter) — not unlike what Andrew Ross Sorkin has done with DealBook, to name one very, very famous example. You don’t have to be the next Sorkin, but we want a writer who can attract and build an audience.
The TLDR team is obsessive about publishing the planet’s most interesting, useful, entertaining, and accurate money content. The senior news writer needs to have the ambition, smarts, and writing chops to make the newsletter better than it already is and to help expand the TLDR brand.
We’re looking for a very specific journalist for this role. A deep knowledge of finance or business would be a plus, but it’s not absolutely required. What is required is strong reporting, deep curiosity, heaps of energy — and the ability to write with style, wit, and clarity. We want a writer who’s freakishly curious about money and the world and is eager to share the most interesting stuff they find with readers, and can do so in a way that’s fun to read.
The writer should be something of a polymath. And by that we mean the writer should be able to deliver incisive analysis of front-page news just as well as he or she can unpack fintwit’s latest obsession, explain a chart showing AI’s circular deals, or interview a smart trader about the housing market. But we also expect the news writer to have a healthy dose of journalistic skepticism.
Here’s a more specific list of things the news writer will do and/or be great at:
- 5+ years of experience in an editorial role at a media outlet, or in a writing position at a financial institution
- Act as lead writer for the TLDR newsletter and Wealthsimple Magazine
- Help run the newsletter from concept to publication. This will include reporting and writing stories and collecting ideas and addressing feedback from editors, researchers, fact checkers, and other stakeholders
- Generate enterprise story ideas and create new editorial franchises
- Excels at research and reporting. The role will require closely following the news, consulting sources, and synthesizing the day’s headlines
- Has sharp editorial instincts and news judgment
- Keeps up with pop culture and politics, and (of course) markets and technology
- Can hustle. You’re a self-motivated person who proactively finds stories that other outlets miss
- Is creative. We don’t just want to do what we’ve already done; you’ll help push the newsletter into fresh new territory
One last thing: Because TLDR goes out every Monday morning, the news writer will need to work a bit on Sundays. This usually entails addressing last-minute fact-checking queries and proofing the newsletter before it’s finalized for Monday’s delivery. Much of this work can be done on the go from a mobile device, though sometimes a laptop might be needed. Fortunately, the TLDR team is large enough that you’ll have coverage for weekends you can’t work, like if you want to go camping or something. That, plus the news writer will be able to make up the Sunday hours with time off during the work week. We all have families, lives, etc., and we want you to have all that, too.
Compensation & Equity
🤑 Base salary range: For this role, candidates located in Canada can expect a base salary range of CAD $89,600 - $112,000. Actual compensation is determined based on skills, experience, and role level. Exceptional candidates may be considered above the top of the range, and pay can increase quickly for those who make a big impact in the role.
🚀 Total compensation: In addition to base salary, this role includes equity compensation. We use clear job levels and market-based salary bands to ensure compensation is fair and consistent across the company.
Why Wealthsimple?
🌸 Top-tier health benefits and life insurance
📈 Long-term group savings with employer match using our Wealthsimple for Business platform
🌴 20 vacation days + 4 wellness days per year, and unlimited sick and mental health days
✈️ 90 days away program: Employees can work outside of Canada for up to 90 days per calendar year
👥 A wide variety of peer and company-led Employee Resources Groups (e.g., Rainbow, Women of Wealthsimple, Black @ WS)
🌎 We’re a remote first team with over 1,500 employees across North America - and one of the best things about working here is the people. You’ll be collaborating with incredibly talented, curious, and driven teammates who care deeply about doing great work.
Be a part of our Canadian success story and help shape the financial future of millions.
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.
At Wealthsimple, we want interviews to feel like genuine conversations. To support this, we use AI transcription during recruiter interviews. This allows recruiters to be fully engaged, ask thoughtful follow-up questions, and ensure your experiences are captured accurately. You’ll always have the choice to opt in or out before we begin.
