Even in the tech space, Mailbox’s journey is an unusual one. Designed to change how users interact with email, the app sold for an eye-watering $100 million just 37 days after its launch, only to be abandoned three years later.
The Birth of Mailbox
Mailbox’s start was nothing short of a tech fairytale. Co-founders Gentry Underwood and Scott Cannon introduced features such as swipe gestures for email management, email snoozing, and auto-swipe.
According to Rick Hanlon on X, their main innovation was the “server-side compression of emails, which allowed it to be faster with smaller storage than other email apps”. In 2013, the best device was an iPhone 5 with 16GB ram and 4G was just emerging. Fast forward to 2024, phones have 128GB and 5G speeds, so your phone can now act as the server.
The pre-launch strategy was ingenious; a teaser video released by Mailbox went viral, attracting over 100,000 views in four hours. This masterstroke created an unprecedented buzz, with a live counter showing hundreds of thousands of users eagerly waiting for access to the app.
Despite initial plans to charge a nominal fee, the overwhelming response led the founders to release the app for free. This decision, aimed at avoiding server overload and potential brand damage due to technical glitches, only served to heighten the frenzy around Mailbox.
The Big Sell
However, it was the app’s acquisition by Dropbox for $100 million in 2013 that shook the tech world. This move saw the Mailbox team integrated into Dropbox, with Underwood and Cannon taking up senior roles. Yet, this seemingly perfect union marked the beginning of a series of challenges that would eventually lead to Mailbox’s downfall.
Despite its strong entry into the market, Mailbox soon faced issues that blunted its edge. Other email applications quickly copied its unique features, diluting its competitive advantage. More critically, Mailbox didn’t quite fit into Dropbox’s broader strategy, leading to questions about its long-term viability within the company.
The app also fell victim to the common dilemma of email services — the difficulty of monetization. Users have grown accustomed to free email services, making it challenging to generate revenue.
Challenges, Competition, and an Uncertain Future
By 2016, the once-promising startup was no more, with Dropbox announcing the discontinuation of Mailbox as reported by Wired. The journey of its founders didn’t stop there, though. After their stint at Dropbox, Underwood and Cannon ventured into new projects. Gentry is the co-founder of Aspen, a startup aiming to transform how people collaborate. On the other hand, Scott became the CTO of Lattice, a performance management platform.
