Senior News Writer, Media

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.

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.

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 Deal Book, 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…