Alissa Zachary launched High Sport in the early 2020s in New York and Los Angeles after years of merchandising at The Row and consulting for Khaite, and the label opened with a single item, a cropped, pull-on kick-flare trouser made to look tailored while wearing like a legging. That one silhouette became an unlikely editor obsession and the brand has since built out a small range of Italian-made knitwear around the same logic.
High Sport

Trousers and shorts
This is the category High Sport was actually built on, the Kick Pant and its relatives, engineered to hold a tailored line without a zipper, a button, or a waistband that fights you. Zachary's stated bar for the brand, easy to style, easy to wear, easy to care for, is most obvious here. Shorts follow the same stretch-knit construction, structure without the usual stiffness.

Slinky Gene Crepe Wide-Leg Pants
High Sport

Luke Seersucker Pants
High Sport

Kick Seersucker Pants
High Sport

Exclusive Camilla Cotton-Blend Seersucker Shorts
High Sport

Exclusive Joy Slinky Knit Shorts
High Sport

Exclusive Lane Floral Pants
High Sport

Kick Stretch-Cotton Knit Cropped Flared Pants
High Sport

Kick Stretch-Cotton Knit Cropped Flared Pants
High Sport

Kick Stretch-Cotton Knit Cropped Flared Pants
High Sport

Exclusive Geo Kick Pants
High Sport

Kick Stretch-Cotton Knit Cropped Flared Pants
High Sport

Long Kick Flared Stretch-Cotton Knit Pants
High Sport

Exclusive Long Kick Flared Stretch-Cotton Knit Pants
High Sport

Kick Stretch-Cotton Knit Cropped Flared Pants
High Sport

Long Kick Stretch-Cotton Flared Pants
High Sport

Long Kick Flared Stretch-Cotton Knit Pants
High Sport

Nsfw Flared Kick Pants
High Sport

Cropped Kick Flare Pants
High Sport

Nsfw Julep Jacquard Check Knit Pants
High Sport

Metallic Windowpane Matte Jacquard Slim-Leg Crop Pants
High Sport

Slinky Gene Pant
High Sport

Tonal Stripe Willa Pant
High Sport

Tonal Stripe Louis Pant
High Sport

Merino Kick Pant
High Sport
Tops and shirting
The tops exist to be the plain half of an outfit built around those trousers, which is a very Row-trained way to think about dressing: let one piece do the talking and keep everything else quiet. Shirting here favors clean lines over embellishment, made to be worn tucked into the label's own pants more often than not. It is a small, disciplined offering rather than a sprawling one.

Selma Wool-Cashmere Shrug
High Sport

Court Cotton Crepe Polo Shirt
High Sport

Court Cotton Crepe Polo Shirt
High Sport

Kurt Plaid Cotton Shirt
High Sport

Exclusive Inna Seersucker Top
High Sport

Exclusive Kurt Cotton-Poplin Shirt
High Sport

Exclusive Maira Striped Halter Top
High Sport

Exclusive Ada Top
High Sport

Slinky Celia Top
High Sport

Tonal Stripe Inna Top
High Sport

Tonal Stripe Inna Top
High Sport

Slinky Tipped Tyler Cami Top
High Sport
Knitwear
High Sport works almost entirely in stretch fabrications made in Italy, and the knitwear extends that same idea upward from the trousers, pieces that read as structured while actually behaving like something soft and pulled-on. It is the part of the collection that most clearly shows Zachary's merchandising background: nothing precious, everything meant to actually get worn on a normal day. There is not much print or embellishment competing for attention.
More from the collection
Rounding out the edit are the pieces beyond the trouser that show how far a genuinely small brand has stretched one idea, easy, stretch-knit tailoring, across a fuller wardrobe. It is worth a look for anyone deciding whether the label's reputation is really about one hit pant or about a whole way of making clothes. Either way, the range stays narrow on purpose.
Our honest take
High Sport is a rare case of a brand becoming known for exactly the thing it is actually good at, rather than for marketing around it. The Kick Pant earned its reputation the slow way, through editors and stylists repeating themselves, not through a launch campaign, and the label has been careful not to dilute that with too many new ideas at once. It is not for anyone who wants a lot of variety in a single order. If you take one thing away, start with the trouser that made the brand's name before buying anything else in the range.














