NEED TO KNOW The Madewell Insider Event just kicked off and runs until Monday, September 29 at 2:59 a.m. It’s rare that the entire site goes on sale, which is why I always stock up on jeans during the Madewell Insider Event. Madewell The Curvy Balloon Jean in Greendale WashMadewellI've barely taken these jeans off since I bought them a week ago. Not just anyone can shop the sale though: You have to be a Madewell Insider in order to get the deals. Check below to shop more of my favorite picks from Madewell’s Insider Event before it ends on Monday, September 29.