Written by Brandi Hearn
Before you decide you need more work clothes, take a look at the outfit you wore to your last important meeting.
Would you happily wear it again? Or do you remember pulling at the jacket, wishing you'd chosen different shoes, or keeping the jacket on because you didn't like the shirt underneath?
Those are the details I'd want to understand first.
“I need a better work wardrobe” can lead to quite a lot of shopping. Looking closely at what's already there gives us a much clearer idea of what would actually help.
Start With a Normal Working Week
Think about the work situations that come up regularly. Office days, client meetings, travel, presentations, dinners. Then consider what you'd wear to each one using the clothes you own now.
You may have plenty of options for the office but very little you like for a relaxed client dinner. Or your wardrobe may handle meetings beautifully until you have three in the same week.
That's useful to know before another jacket catches your attention.
If your work has changed recently, how your wardrobe should evolve with your career will help you think through what you need now.
Put On the Pieces You Rely On
A jacket can look perfectly fine on a hanger. Put it on, button it, and sit down, and you may remember why you never leave it buttoned.
Try your usual work clothes together. Pay attention to the shirt collar, the jacket shoulders, and how the trousers feel through the waist and thigh. Move around. Reach forward. You should be able to get through a working day comfortably.
Also notice the things you keep adjusting. If you're pulling a shirt down every time you stand up or pushing your sleeves back throughout a meeting, there's probably something worth reviewing.
Write down what bothers you. A tailor can assess whether it can be corrected. Some changes are simple; others depend on how the garment was made. The complete fit guide gives you a closer look at what to check.
Look at the Details You've Stopped Seeing
We get used to our clothes. The shirt has been a favorite for years, so we don't necessarily notice that the collar is beginning to fray.
Check the cuffs, the elbows of your knitwear, and the hems of the trousers you wear most. Take a proper look at your shoes, including the heels and soles.
Some pieces may only need cleaning, pressing, or a repair. Others have reached the point where replacing them makes sense. I'd rather make that decision at home than notice a worn cuff just before a meeting.
Look at the Outfit With the Shoes On
This is easy to skip, and it can explain quite a bit.
You like the trousers. You like the shoes. But together, the shoes look heavy, or the trouser hem sits awkwardly on top of them. Then you spend the morning feeling that something is slightly off.
Try the whole combination, including the layer you'd wear over it. Think about where you're going. The outfit you like for a casual office may need a different shirt or shoe for a more formal meeting.
A quick photo can help you see the proportions. You're looking for something you'd feel comfortable walking into the room wearing.
What Happens When Your Favorite Shirt Is at the Cleaners?
It's a very practical question. If the answer is that you'd have to change the entire outfit, you may need another combination you can rely on.
Try the alternatives now. Perhaps a shirt you rarely wear works well with your usual jacket. Perhaps a different pair of shoes makes another pair of trousers useful.
If nothing works, you've found a specific gap. Now you know what you're shopping for and what it needs to go with.
Keep the List Short Enough to Use
By this point, you might have a pair of trousers to take to the tailor, shoes that need attention, and a shirt to replace. You might also have two outfits you hadn't thought to wear before.
That's a good result. You have decisions you can act on.
Start with the pieces that affect your week most often. Keep photos of the outfits you like, and take your list with you when you shop. It makes it much easier to recognize a useful purchase.
BRANDI HEARN
Strategic Wardrobe Advisor · Los Angeles
Brandi Hearn is a Strategic Wardrobe Advisor with more than a decade of experience helping accomplished men build intentional wardrobes around their careers, lifestyles, and how they want to show up.