To mark our 100th episode, we took a look back at which brands were the biggest winners. The answers offer insight into how the digital economy has changed since Winners & Losers launched two years ago. (All the episodes can be found here).

Digital might have changed a lot, but Apple has consistently been a top performer: rolling out innovative mobile payment features, generating more profits than any other mobile OS maker, and creating the Apple Watch. The tech company shows up as a Winner 14 times, cementing its role as a digital leader and arguably the world’s top luxury brand.

Yet Apple might not be the first trillion-dollar company. According to Scott, that role will go to a company chalking up 13 wins: Amazon. Amazon is better than anyone else at using its algorithm to improve the user’s experience, showing shoppers the most relevant products and crawling the Web to ensure that those products can’t be found elsewhere at a lower cost. Combined with investments in delivery and cloud services, Amazon has become the force to be reckoned with in digital.

Starbucks is another big winner in digital with six wins – a notable achievement for a company that doesn’t even sell a digital product. The coffee chain has taken advantage of its mobile app and loyalty program to bring its offering into the digital age, suggesting how other retailers might gain a competitive advantage.

How do you know if you’re wealthy? You don’t have to suffer through ads. The advertising-industrial complex was the biggest loser in the past two years, racking up six losses – and likely more as consumers continue opting for subscription services and ad blockers. On a related note, TV chalks up five losses, tying with Twitter as a technology whose days are numbered.

It’s no shock to anyone following the stock market that Yahoo and department stores are recurring losers, earning four and three loser mentions respectively. And given Amazon’s behemoth success, it also makes sense that recent competitor Jet.com is a three-time loser, despite its recent sale to Walmart. But some losers are more surprising. Walmart and American workers both lose three times.

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