I'm a Former Madewell Employee — Here's What I'm Buying in Its 50%-Off Sale Today

As a former Madewell employee, Black Friday was one of my most-dreaded days of the year — now, just a Madewell shopper, it might be one of my favorites. It’s one of the few times a year I get to unlock savings greater than my employee discount (if you’ve ever had it, you know it’s hard to go back), with everything from denim staples to winter knits and holiday party must-haves marked down. 

This Black Friday, nearly everything at Madewell is 50 percent off with the code LETSGO. As an employee turned obsessee, I found the top 20 can’t-miss items from this blowout sale, from booties you’ll pull out year after year to a timeless sweater I can’t stop wearing, with prices starting at $15.

20 Best Deals From Madewell’s Black Friday Sale:

• Whisper Cotton Rib-Crewneck Long-Sleeve Tee, $15 with code LETSGO (Originally $30)
• Garment-Dyed Oversized Pocket Tee, $23 with code LETSGO (Originally $45)
• Terry Relaxed Raglan-Sleeve Sweatshirt, $40 with code LETSGO (Originally $80)
• Layton Midi Slip Skirt, $44 with code LETSGO (Originally $88) 
• Wide Rib Turtleneck Sweater, $49 with code LETSGO (Originally $98)
• (Re)generative Wool V-Neck Sweater, $49 with code LETSGO (Originally $98)
• V-Neck Relaxed Cardigan, $49 with code LETSGO (Originally $98)
• Waffle-Knit Henley Sweater, $58 with code LETSGO (Originally $115)
• The Harlow Wide-Leg Pant, $59 with code LETSGO (Originally $118)
• Short-Sleeve Slip Midi Dress in Plissé, $64 with code LETSGO (Originally $128)
• The Perfect Vintage Wide-Leg Jeans, $69 with code LETSGO (Originally $138)
• Long-Sleeve Knit Midi Dress, $69 with code LETSGO (Originally $138)
• The Essential Mini Bucket Tote, $69 with code LETSGO (Originally $138)
• Kick-Out Crop Jeans, $69 with code LETSGO (Originally $138)
• The Debbie Slingback Pump, $79 with code LETSGO (Originally $158)
• The Corrine Lugsole Loafers, $79 with code LETSGO (Originally $158)
• The Transport Tote, $89 with code LETSGO (Originally $178)
• The Dimes Kitten Heel Boot, $99 with code LETSGO (Originally $198)
• Denim Workwear Jacket, $109 with code LETSGO (Originally $218)
• Quilted Oversized Bomber Jacket, $124 with code LETSGO (Originally $248)

(Re)generative Wool V-Neck Sweater

Every closet needs a staple winter sweater that goes with every bottom — from jeans and trousers to skirts — and the (Re)generative Wool V-Neck Sweater is mine. Since receiving it a few weeks ago, you’d be hard-pressed to find me not wearing it. I was immediately drawn to the look, loving the relaxed fit and high V-neck, but keep pulling it back out because of how seriously comfortable it is. As a sensitive-skin girl, wool can be tricky (and by that I mean unbearably itchy), so I was shocked to find that when I slipped on this sweater, it didn’t just not itch, but was shockingly soft with a blanket-like feel. 

Kick-Out Crop Jeans

If you’re not quite ready for the baggy jean trend, but are looking for something different than a classic skinny or straight-leg, look no further than flare jeans, a style Jennifer Aniston has proven timeless. Madewell’s Kick-Out Crop Jeans, available in regular, plus, curvy, petite, and tall, are fitted through the waist, hips, and thighs before flaring out ever-so-slightly at the calves. 

“As I transition out of skinny jeans, I decided the easiest way to do so was to go [with these],” wrote one shopper who said the jeans “fit like a glove” and have a “perfect” length. According to another person, the style is “comfy and stretchy,” while another fan deemed them “the best fitting jeans.” “I have two Kick-Out Crop jeans and love them,” they said, adding that the cotton-blend material is “soft and not stiff.”

The Dimes Kitten-Heel Boot

Ankle booties are a fall and winter staple you’ll reach for year after year, worn by everyone from Martha Stewart to Jennifer Garner. And right now, Madewell’s leather Dimes Kitten-Heel booties are on sale for just $99 with the code LETSGO. Available in three colors, they feature a dainty kitten heel, pointed toe, and cushioned insole.

“[I] was skeptical that these would hurt my feet, but honestly, they feel amazing!! [I] walked all over the Vegas Strip in them without any issues right out of the box,” raved one shopper who deemed the shoes “so stylish.” Another fan who noted that they “have issues with literally every single shoe” agreed, writing, “They're actually comfortable, and even on the first wear, they didn't hurt my feet.” Plus, they added, “The height is just perfect-enough of a heel to dress up an outfit but doesn't take away from anything.” And per another customer, “They look much more expensive than they are…The black looks so luxurious and it’s very soft.”

Shop more must-haves from Madewell’s Black Friday Sale — just use the code LETSGO for 50 percent off.

Whisper Cotton Rib-Crewneck Long-Sleeve Tee

The Harlow Wide-Leg Pant

The Debbie Slingback Pump

V-Neck Relaxed Cardigan

Layton Midi Slip Skirt