Playing the long-term game — There is perhaps no technology company that was impacted more by the pandemic than Airbnb. In the weeks and months following March 2020, cancellations for existing bookings on Airbnb reached nearly 100%, and new booking volume dropped by 80%. …

The next chapter for the sports media platform — It’s been five years since The Athletic first launched. It’s now live in 47 markets, and has over 1.2 million subscribers, with $80 million in annual revenue. To date, its product has offered high-quality articles (news & editorials), podcasts, fantasy draft kits, and scores + standings. All of this is…

Why I’m bullish on Wealthsimple’s new P2P product — Last year, Wealthsimple launched Cash: a peer-to-peer payments platform for Canadians. Finally, Canada had its equivalent of Venmo or Cash App. The launch had some initial hype. I noticed a ton of my friends signing up quickly, grabbing their ca$htag, and playing around with the app. But… the hype quickly…

A product idea inspired by Netflix’s “Play Something” feature — If you’ve ever used Peloton, you’ll know that it can be extremely overwhelming to pick what class to take. Peloton’s app offers thousands of classes, with a few different criteria: type, length, weights required, instructor, and music. One of Peloton’s value propositions is time; you don’t need to physically go…

What to look for in your next employer — One of the common mistakes I see students or new grads making when evaluating tech companies as employers is the fallacy that all tech companies are equal. What I mean by that is, for example, they perceive bootstrapped early-stage startups with no revenue to be on the same ‘level’ as…

What I learned in my 3 years at Clio — I recently left my job at Clio, where I was a Product Manager for 3 years. I joined Clio in July 2018, at a time when there were only 5 PMs and 225 employees, and today there are over 25 PMs and 575 employees. Clio also recently became Canada’s next…

It’s time to say goodbye to email — Earlier this week, Slack announced the launch of Slack Connect DMs. Here’s how it works: Any Slack user will now be able to direct message any other Slack user. The new system is called Connect DMs, and works a bit like the messaging apps and buddy lists of old: Users…

The future is participatory and social — The traditional sports media business model is broken. We know that. It happened with newspapers, and this week, we saw radio suffer the same fate. But here’s the thing: the downfall of sports media isn’t due to a lack of consumer interest (market), nor an issue with the media themselves…

Unlocking the future of work — Earlier this week, Salesforce acquired Slack for $27.7 billion. It’s a seismic move in the workplace collaboration space, which has surged with the rise of remote work and virtual communication. So, why did Salesforce acquire Slack — and more importantly, why did Slack decide to sell to Salesforce? It’s clear…