Kyle worked in the early days of woot.com and was one of the first 6 buyers in the company. Woot! owned the virally popular woot.com which was the originator of the Daily Deal business model. Unlike later daily deal sites, Woot actually sold significantly discounted products rather than services from other companies. In 2008 Woot was an Inc. 500 company and rated as the fastest growing private retailer in the United States and was growing at over 200% year over year, over year. At the time of Kyle’s tenure, the site had over 2 million registered users, and saw over a million of them each and every day.
As a purchasing agent Kyle was responsible for over a million dollar per month budgets, as well as identifying and buying desirable inventory at 30% under Walmart costs. During his time at woot Kyle negotiated and managed two of the top 3 selling deals, which garnered the company over $100,000 in profit margin in under 24 hours each. Many of Kyle’s deal’s made woot.com’s main deal of the day, and resulted in profitable sell out’s. Kyle also negotiated a relationship for the entirety of Flip camera’s secondary market goods immediately after Oprah had just named the product the number one “must have” product in America.