HiSO Bean Shearling Bomber 
HiSO’s Bean bomber gives the classic flight jacket a sculpted upgrade. Cropped with oversized shoulders and a crisp stand collar, it’s made in Toronto from 100 percent Toscana wool shearling with a modern shadow finish and fully lined for extra warmth. Slash side pockets keep the silhouette clean, while a discreet hook closure seals it shut. Designed for statement layering and built to last, it’s a sharp cold-weather staple with structured edge. $1,750.

© Fieldsheer

Fieldsheer Back-Country X-Tera Heated Jacket 
This insulated puffer means business. The Backcountry X-Tera Heated Jacket from Fieldsheer provides a high-performance outer layer available in both women’s and men’s styles. Designed to keep you warm without the bulk, and both wind- and water-resistant, it packs five heat zones and connects to your phone or smartwatch via Bluetooth to adjust temperature on the go. Four heat settings let you dial it in, while overheat protection tech keeps things safe. A built-in USB power port means your devices stay charged, too. $200.

© HiSO

HiSO Scorpio Reversible Jacket 
With an easy silhouette of refined drama, the Scorpio reversible jacket from HiSO moves between soft sage suede and plush brown Toscana wool with a silky, fur-like finish. Cut to a longline drape with crisp detailing and a notched collar, it’s crafted from European shearling and made in Canada with HiSO’s 50-plus years of expert tailoring. Slash pockets on both sides add convenience no matter how you wear it, while the brand’s signature hand finishing delivers a luxurious feel. $2,195.

© Gorewear

Gorewear Concurve Windstopper Jacket 
A feat of technical design, the Gorewear Concurve WINDSTOPPER insulated jacket is a thermal layer made for serious movement. Available in both men’s and women’s styles, it’s built from GORE‐TEX WINDSTOPPER with adaptive insulation for warmth without bulk. Windproof, breathable and lightweight, it’s the jacket that gets you out the door even when the wind howls. Reflective details, an adjustable hood and performance-focused tailoring keep you visible, mobile and comfortable even through long, low-light miles. $280.