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The 2020 Holiday Shopping Experience: Quick Wins for Improving eCommerce Checkout. In 2019, shoppers spent more online in the weeks leading up to Christmas, increasing eCommerce sales by nearly 20 percent. In total, it’s estimated that holiday shoppers will spend nearly $180B online this holiday season, an all-time high. The checkout process is a critical, and sometimes painful, part of the customer experience and often the deciding factor as to whether a visitor makes a purchase or not.