Deep discounts on jackets, pants, and everything in between.
Ready to shake up your wardrobe without emptying your wallet? The President’s Day long sale weekend is knocking, and we’ve got the key to unlock a treasure trove of style steals, all price slashed and ready to rock from the moment they land on your doorstep and straight through to spring.
Whether you’re on the hunt for those elusive perfect-fit jeans ($29.99), a statement piece to stand out in a crowd ($69.99), or the ultimate smart casual light jacket ($30) our President’s Day roundup is your ticket to high style at low prices.
Gap
A lightweight bomber jacket is still one of the easiest layers to pull on for a smart casual outfit when running out the door in the evening, and this one costs less than your drink tab.
Icon Denim Jacket, $29.99 $89.95
The awesome thing about true staples is that regardless of budget, any one you pick can do the job. In the case of a trucker jacket, one of my absolutely favorite go-tos (no seriously, I have like, 5 in different colors and materials), you will get more wear per dollar out of it than anything else.
Icon Corduroy Jacket, $22.49 $69.99
I’m not a fan of faux leather jackets. I’d prefer to choose a different material to achieve a similar style effect. This corduroy trucker is an incredible budget alternative to a suede jacket: You get the texture and softness, not the price tag.
Recycled Icon Jacket, $34.99 $118
I’ve had a nylon trucker jacket just like this from Levi’s for over 10 years and I still wear quite often.
Slim Jeans in SoftFlex, $29.99 $79.95
Jump into lightwash without the pain of paying for new styles you’re not certain of.
Lined Denim Chore Jacket, $27.49 $108
Not all denim jackets are the iconic Type 3 trucker – a simple chore coat like this one is a great way to mix things up, regardless of your personal aesthetic.
Banana Republic
Tailored Slim Cotton Cashmere Dress Shirt, $74.99 $120
A white dress shirt is a staple for everyone, regardless if you have to get dressed up multiple times per week or once per year. The style is still one of my preferred go-tos when I wear dress clothes. Upgrade the staple to a cotton-cashmere blend.
Tailored Slim Perfect Trouser, $59.99 $200
An easy, dressier pant for both smart casual and dressed up outfits.
Denny Flannel Shirt, $44.99 $80
I love solid flannel shirts: They’re super soft and comfortable and they have a slight texture that makes a minimalist outfit more interesting.
Old Navy
Polo Pullover Sweater, $17.47 $49.99
The knit polo, also known as a sweater polo, has been one of the “newest” shirting options to show up in the last few decades. While the style has obviously been around far longer than that, they were so out of style / not available that when they made a comeback it was like guys had a brand new shirt style to play with. Best of all, it’s actually a super stylish and easy option. The worst part? Often times they can be quite pricey. This under twenty option from Old Navy is an easy way to get into the style.
Soft Brushed Double Breasted Peacoat, $27.97 $99.99
I love me a pea coat, and at under $30, you will too.
Soft Brushed Plaid Button Front Topcoat, $25.87 $109.99
Topcoats are a fun genre to get into but if you’re the type of guy that either lives in warmer weather or not sure you’ll wear it, buying one on sale can help make the determination less painful.
Amazon
Casio Classic Digital Watch, $21.92 $29.95
Digital watches are handsomely retro, and super budget-friendly too.
GAP Utility Cargo Carpenter Pant, $29.76 $59.99
A version of the Carhartt style I have, for a deep discount.
Bulova Military Hack Watch, $156.75 $275
A handsomely minimalist field watch with a hack feature, which is a mechanism that allows the wearer to stop the second hand temporarily to synchronize the time precisely with a reference time, such as an atomic clock or another accurate timepiece.
Madewell
Italian Fabric Brushed Shirt Jacket, $69.99 $118
With fabric from Prato, this shirt jacket is a long-term upgrade to your grab-and-go shirt jacket.
Sweater Polo, $69.99 $118
Another affordable find for a knit polo, I love both the texture and retro line design.
Italian Fabric Shirt Jacket, $146.29 $248
If you liked the look of my recent outfit breakdown but want something a little nicer than my Target shirt jacket, this grey textured two pocket shirt jacket will fill the role nicely.
Sidewalk High Top Sneakers, $66.15 $110
A good deal on an easy style, see how I wear high top sneakers.
Nisolo
Marco Everyday Chelsea Boot, $129 $260
I had picked these up some time ago and appreciated both the quality and fit.
Vincent Slim Briefcase, $125 $250
A waxed canvas briefcase with a classic design that won’t require you to ask for a raise.
J.Crew
Wool Lined Leather Gloves, $41.29 $98
Nice leather gloves that are reasonably priced can be a chore to find, buy them at the end of the season for big savings because – heads up, it’s going to be cold again in 8 months, I guarantee it.
Wool Blend Houndstooth Socks, $10.99 $24.50
Slowly replacing old socks with nicer ones while on sale is one of my favorite ways to take advantage of a sale.
Organic Cotton Chambray Shirt, $62.65 $89.50
I picked this chambray shirt up a month or two ago to replace one I had worn into the ground but accidentally left at an AirBnB on vacation.
Heritage Oarsman Graphic Sweatshirt, $59.50 $118
A similar version to the J.Crew sweatshirt I picked up a couple of years ago and did a post/video about:
