Rethink your approach to tailoring by trying a sweater that looks like a blazer, and by mixing a retro-colored mustard tee and a pair minimalist sneakers.

SHOP: Cotton Cardigan ($200) by Club Monaco, mrporter.com; Aros Heavy Chino ($145) by Norse Projects, endclothing.com; The Cotton Crew ($20) by Everlane, everlane.com; Leather Sneakers ($495) by Tod’s, mrporter.com; Solid Invisibles Socks ($11) by Bombas, bombas.com.

If you’re looking for an extremely stylish way to mix things up, especially on a chillier evening, switch out your blazer for a sleek varsity jacket. Then keep everything sharp and minimal underneath.

SHOP: Teddy Jacket ($1,809) by Saint Laurent, endclothing.com; Pima Curved Hem Tee ($28) by Buck Mason, buckmason.com; Charcoal Slim Jeans ($85) by DSTLD, dstld.com; Lugged Chelsea Boots ($620) by Common Projects, nordstrom.com; Saints Necklace ($205) by Miansai, endclothing.com.

When the weekend rolls around, it’s all about being comfortable but still looking good. Go for a hoodie and mix it with a faded denim trucker, chinos, and a cool pair of sneakers.

SHOP: Cashmere Hoodie ($140) by Everlane, everlane.com; Western Denim Jacket ($75) by Topman, nordstrom.com; Ripstop Trousers ($80) by J.Crew, mrporter.com; Kanken Water-Resistant Backpack ($80) by Fjallraven, nordstrom.com; Gum Bumper Sk8-Hi Reissue ($60) by Vans, vans.com.