Senior News Writer, Wealthsimple Media

 

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Senior News Writer, Wealthsimple Media – Remote

last updated November 18, 2025 12:09 UTC

Wealthsimple

Wealthsimple

 

HQ: Remote

 

OFF: Remote

Full-Time

Sales and Marketing

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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 3+ million users who trust us with more than $100 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.

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, bold ideas for boosting Canada’s housing supply, why gold prices are surging, and a million other financial topics. You can view the full archive here.

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.

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.