1) Button Down: J. Crew Stretch Secret Wash Shirt
An easy go-to. Can be worn casual or dressed up. It’s a no brainer. Buy two.
2) Sneakers: Common Projects High Tops
Worth every cent, these shoes will last you forever and are great for all seasons. Don’t waste your hard earned money on cheap sneakers. Buy fewer, buy better. They come in a variety of colors, but I always go for black because they stay clean longer.
3) Socks: Bombas Marl Ankle Socks
I’m a recent convert to Bombas. They are the most comfortable socks I’ve ever owned and they give away a pair to someone in need with each pair you purchase. Get them in different lengths/colors depending on your needs.
4) Boots: Red Wing Moc Leather Boots
Wear these when there’s snow on the ground and you don’t want salt to ruin your everyday shoes. They’ll also add a couple inches to your height, who wouldn’t like that? Black or light brown are my top picks.
5) Boxer Briefs: Calvin Klein
These boxer briefs won’t ride up and the waist band doesn’t itch. Go have a look at your underwear stash—it’s most likely time for an upgrade.
6) Denim: APC Skinny-Fit Dry Selvedge
APC is a long time leader in the denim game (since 1987), with a strong sense of fit and quality. I’m ALL about quality. Light colors are hard to pull off sometimes so I’d suggest splurging on a dark color. Also, do some research on how to care for denim – you’re really not supposed to wash/dry them.
7) Sweater: Acne Studios Wool Blend Sweater
Acne hands down makes the best sweaters for the price. Don’t be afraid to take a small risk in terms of style, you’ll thank me later.
8) Long Sleeve: Vince Double Knit Crew
A long sleeve crew or henley is a must for layering during cold winters. Vince also has nice lightweight sweaters – worth a look.
9) Down Jacket: Triple Fat Goose Chenega II
Full disclosure: Triple Fat Goose recently sent me this jacket. It’s a solid alternative to Canada Goose and half the price. I’m very impressed with the quality and warmth. The brand is direct-to-consumer and only sell online so their overhead is less, which passes the savings on to you.