Despite the emergence of new cloud, AI, IoT and other advanced technologies, Santa continues to deliver presents the old-fashioned way — on a flying sled pulled by reindeer. Yet these technologies have transformed holiday shopping experiences. From online “Wish Lists”, to in-store review and price checking on mobile devices, to last-minute delivery or in-store pickup of online orders, today’s holiday shopping experience is a lot different than it was 30, 20 or even 10 years ago. Today, Amazon, Walmart and other retailers that anticipated how these technologies might change holiday shopping are reaping the benefits, while many of those that were caught flat-footed by these changes are racing to catch up, if they have not fallen by the wayside like Toys ‘R’ Us and Sears. Given this, retailers today should be asking themselves how one of today’s most disruptive emerging technologies — the IoT — might transform holiday shopping in the future. If they can do this, these retailers can get a head start in using IoT technologies to offer better holiday shopping experiences to their customers, rather than find themselves trying to catch up with competitors in the future.