Senior News Writer, Wealthsimple Media

BUILD SOMETHING PEOPLE LOVE

Wealthsimple's mission is to help everyone achieve financial freedom – by making financial services simple, transparent, and low-cost. We're Canada's largest fintech, trusted by over 3 million clients with more than $100 billion in assets. We move fast, we own our work, and we care deeply about the people using our products. If that sounds like you, keep reading.

We're proud of what we've built — and we're just getting started. Read our Culture Manual https://www.wealthsimple.com/en-ca/culture and learn more about how we work https://www.wealthsimple.com/en-ca/careers.

ABOUT THE TEAM

TLDR is Canada’s most-read business newsletter, with 4.5 million subscribers. Each week, TLDR educates and informs Canadians about business, finance, and the world of money through a summary of the week’s biggest news stories and sharp in-house analysis. Our scope is broad. We’ve published pieces on how your brain tricks you into making bad trades https://www.wealthsimple.com/en-ca/magazine/trading-bias, bold ideas for boosting Canada’s housing supply https://www.wealthsimple.com/en-ca/magazine/fixing-the-housing-crisis, why gold prices are surging https://www.wealthsimple.com/en-ca/magazine/gold, and a million other financial topics. You can view the full archive here http://tldr-archive.wealthsimple.com/. 

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 https://www.wealthsimple.com/en-ca/magazine and the TLDR Podcast https://linkin.bio/tldr. It has published essays by David Sedaris https://www.wealthsimple.com/en-ca/magazine/david-sedaris-money-diaries, Karen Russell https://www.wealthsimple.com/en-ca/magazine/karen-russell, Rembert Browne https://www.wealthsimple.com/en-ca/magazine/rembert-browne, and Nico Walker https://www.wealthsimple.com/en-ca/magazine/nico-walker-money-diaries, 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 https://www.bloomberg.com/news/features/2025-10-07/openai-s-nvidia-amd-deals-boost-1-trillion-ai-boom-with-circular-deals, or interview a smart trader about the housing market https://tldr-archive.wealthsimple.com/archive/33-%F0%9F%92%B0-the-almighty-dollarama. 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. 

WHY WEALTHSIMPLE?

🌸 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

🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

ICYMI

Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Inclusion Statement: 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.

Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.

AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.