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- 🍻 From Pints to Predictive Text: The $250M Pub Chat
🍻 From Pints to Predictive Text: The $250M Pub Chat
How two Cambridge buds turned a casual convo into a tech product used by 300M+ people — and cashed out with Microsoft.
👋 Hey Dealifters!
You ever had one of those convos with your friends at a pub that feels like you’re solving the world’s problems?
🍺 Most of the time, those convos end with “let’s get nachos.”
But for these two guys?
It ended with a $250 MILLION acquisition by Microsoft.
Yep. One pint-fueled idea about how annoying touchscreen typing was… turned into one of the most downloaded mobile apps ever.
Let’s dive into the SwiftKey story — a masterclass in spotting pain points, trusting the process, and building global impact from your buddy’s parents' house. 💻🏡
👬 Meet Jon & Ben (aka the British Brainiacs)
Back in 2008, Jon Reynolds (former UK civil servant) and Ben Medlock (PhD in NLP 👨🔬) met through a friend at Cambridge. It was bromance at first sight.

One night, over a few rounds at the pub, Jon couldn’t stop complaining about how trash touchscreen typing was on early smartphones. iPhone had just launched. Android was a baby. Typing was painful.
But Ben? He had a wild idea.
“What if your keyboard could actually learn how you type?”
Mind. Blown. 🤯
💡 The Big Bet: Build a Smarter Keyboard
The duo got to work, bootstrapping their idea without a dime of funding.
🏠 Office: Ben’s parents’ house
🛠️ Mission: Build a predictive keyboard that learns how you communicate
⏳ Timeline: Nights, weekends, and countless hours of code
And then came the name:
SwiftKey. Because it made typing… well, swifter.
🚀 The Startup Breakout
🔑 In 2010, SwiftKey got accepted into Seedcamp, one of the UK’s top startup accelerators. That brought in:
💰 Initial capital
👨🏫 Mentorship
📢 Exposure
Later that year, they raised $2.4 million in Series A from Index Ventures and Octopus Ventures, giving them runway to hire devs and polish their engine.
Then in August 2010, SwiftKey dropped on the Google Play Store — and it was an instant standout.
Forget autocorrect. SwiftKey could: ✅ Predict your next word
✅ Learn your slang
✅ Understand context
By 2011, it became one of the top paid apps on Android.

📱 Mainstream Success… and Apple Comes Calling
Things went from good to great.
In 2014, Apple opened the gates to third-party keyboards on iOS. SwiftKey sprinted through, becoming one of the most downloaded productivity apps across platforms.
By 2016?
They had 300 million+ users typing with SwiftKey worldwide.
A niche product turned into a global utility. 🧠📲
💸 Microsoft Enters the Chat
Seeing SwiftKey’s success, Microsoft pulled the trigger in 2016:
🛍️ Acquisition price: ~$250 million
📈 Purpose: Supercharge Microsoft’s keyboard tech & AI products
💼 Integration: Word Flow, Windows keyboard, and Microsoft’s broader AI ecosystem
Jon & Ben?
They walked off into the sunset, each with fat bank accounts and tech legacy secured.
🔑 What’s the Lesson?
Not every billion-dollar business starts with a VC deck or a Y Combinator badge. Sometimes…
🍻 All it takes is the right idea… and the right conversation.
So the next time you're venting about some "tiny annoyance"?
Remember — fixing small problems at scale = massive impact.
That’s the real key.
Catch ya next time,
— Deal Lift 🔑🚀
Take From the Rich, Give to the People, Big Data’s Robinhood
Big tech uses our data to pad their pockets. Facebook alone makes $42B a year. But modern-day Robinhood, $MODE, allows everyone to share in the profits. 45M+ users and $60M+ in revenue later, Mode prepares for an IPO.
*An intent to IPO is no guarantee that an actual IPO will occur. Please read the offering circular and related risks at invest.modemobile.com.
*The Deloitte rankings are based on submitted applications and public company database research.