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Should You Dress Like Younger Coworkers?

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February 27, 2026
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conference room with a variety of coworkers of different generations and ages and work outfits; the woman standing and addressing the group is a young Black woman wearing a blue blouse and light colored pantsconference room with a variety of coworkers of different generations and ages and work outfits; the woman standing and addressing the group is a young Black woman wearing a blue blouse and light colored pants
Inventory photograph by way of Deposit Photographs / monkeybusiness.

The NYT had an attention-grabbing “Ask Vanessa” query lately: must you gown like youthful coworkers? Let’s talk about…

Within the NYT article (reward hyperlink), the author asks Vanessa:

I work with many youthful friends in a job that features plenty of launches, dinners and events. Whereas I “gown” for these occasions, my friends stay within the denims, knits and sneakers they wore all day. On this scenario I promote myself as a relic, regardless of how nicely the garments go well with me. Are there methods I can embrace a extra informal method whereas additionally respecting the event? — Ali, Sydney, Australia

Vanessa Friedman, the NYT’s style critic, tells her that age is a tough factor to fully bamboozle individuals over — nobody will assume you are as younger as your daughters except you are Kris Jenner. However, she notes, you wish to lean into your age and the expertise that brings… and gown as you please.

Ought to You Gown Like Your Youthful Coworkers?

I do agree with this recommendation — presumably, with age you might have earned the fitting to decorate nonetheless you wish to. Because of this we regularly advise youthful ladies simply beginning out to look to a midlevel for style steerage as an alternative of the boss — as a result of the boss can gown nonetheless she likes.

I additionally assume that individuals are OK with there being an grownup within the room in most circumstances for work occasions. Who’s in cost? The individual dressed the very best (in a conservative sense) is usually a secure assumption.

That mentioned, there are a couple of nuances right here that I believe are attention-grabbing, and I might like to get your ideas…

Does Carrying a Sheath Gown + Heels Age You?

It is a type of issues that’s notably arduous proper now as a result of style has taken a decidedly informal flip lately — and a fantastic instance of that is the sheath gown + heels, which all the time was once a secure outfit for conferences, networking occasions, and extra, in addition to the workplace.

In recent times I am positive we have all attended occasions the place most individuals wore denims and blazers or one thing equally informal (particularly the younger’uns), and there have been a couple of ladies nonetheless in sheath attire and heels. I’ll word on the getgo that I am positive they seemed fabulous — it has been a really secure selection for a purpose, it is really easy to look polished and put collectively. However… did it age them?

I believe that query is type of irrelevant, actually — the extra essential query is, did they seem like they have been out of contact? Did they seem like they did not know what 12 months it was, or how present fashions have been? I do not assume so — I believe these individuals in heels and a sheath gown most likely stored their gravitas and respect and seemed in cost. May they’ve gotten away with denims and a blazer and loafers and nonetheless seemed polished and in cost (or, in a extra conservative setting, a pair of large legged trousers and a girl jacket)? Completely, however whereas additionally assembly the event.

Does It Matter How Huge of An Age Hole There Is?

Right here’s an essential level: the smaller the age hole, the tougher the query turns into.

Should you’re in your early 40s, you most likely got here of age professionally in an period the place a sheath gown, blazer, and heels weren’t simply acceptable, they have been the default uniform for wanting competent at work. Many ladies constructed total wardrobes round that components, and it labored reliably for years.

In the meantime, coworkers of their late 20s (and even early 30s) might have began their careers throughout or after the pandemic, when workplaces have been already transferring towards softer enterprise informal. They didn’t “reject” formal workwear — they merely by no means adopted it. To them, the visible language of professionalism is completely different: trousers, knits, flats, and layers as an alternative of fits and pumps.

So when the 2 teams meet at a piece dinner or networking occasion, it will possibly really feel much less like a style disagreement and extra like a time-travel second. Each teams are dressing professionally in line with the principles they realized… however the guidelines aren’t the identical.

The Actual Difficulty: It’s Not Age… It’s Formality

I don’t assume a sheath gown and heels mechanically ages somebody. What it will possibly do, nonetheless, is sign a stage of ritual that now not matches the surroundings.

For a few years, the most secure technique was to decorate barely extra formally than everybody else. As we speak, that may typically learn much less as “polished” and extra as “out of sync,” particularly in workplaces the place hierarchy is flatter and approachability is valued.

In different phrases, the query isn’t:

“Do I look older than my coworkers?”

It’s:

“Am I talking the identical visible language as my office?”

Garments talk position, authority, and flexibility. When many of the room is in relaxed tailoring and you might be in a full conventional skilled outfit, the distinction can stand out greater than you propose — not since you look unhealthy, however as a result of the gown code has quietly shifted.

So What Ought to You Really Put on?

The objective isn’t to decorate youthful. The objective is to decorate present.

That doesn’t imply adopting each pattern your coworkers are sporting. It means updating the construction of your outfit whereas holding your private type and stage of polish.

Some straightforward translations:

As an alternative of:

  • sheath gown + pumps
    Strive:
  • column gown + flats or loafers + smooth jacket

As an alternative of:

As an alternative of:

You retain the authority and polish, however you simply take away the stiffness.

What You Don’t Must Do

You do not have to:

  • put on sneakers to skilled occasions
  • copy your youthful coworkers’ informal outfits
  • abandon tailoring or high quality clothes
  • chase tendencies that don’t really feel such as you

Vanessa Friedman is true that you just received’t persuade anybody you’re 26 by dressing like a 26-year-old. However you additionally don’t have to decorate prefer it’s 2012 to look competent.

Skilled type has moved towards “polished actual garments.” The candy spot is clothes that appears intentional and present with out wanting such as you tried to mix into a distinct age group.

A Helpful Rule of Thumb

If you would like a sensible information, do that:

Match the formality of the room, not the age of the individuals in it.

Youthful coworkers are sometimes unconsciously calibrating to office tradition; they simply began from a distinct baseline. If you modify formality somewhat than copying particular objects, you keep aligned with the surroundings whereas nonetheless wanting like your self.

And, in lots of conditions, there’s nonetheless worth in being the marginally extra polished individual within the room… simply not the solely individual dressed for a distinct decade.

Readers, let’s hear from you. Have you ever run into this at conferences, recruiting occasions, or workplace dinners? Have you ever ever modified an outfit as a result of everybody else confirmed up extra informal (or extra formal) than you anticipated?



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