These Shoe Styles Got Me Through 7 Years as an Assistant
As I explained recently, I spent seven years of my career as an assistant in the entertainment and fashion industries, and I did so with a variety of tried-and-true wardrobe staples and go-to outfits. But the element of my assistant wardrobe that basically influenced how my day was going to go (seriously) was my choice of footwear, and it's something that I admittedly struggled with from time to time. I'm not one for "practical" shoes, but having functional footwear that didn't hold me back when scurrying all over the office (or town, in many cases) was crucial. It was something I learned the hard way—a few times.
Those seven years were a learning experience in more ways than one, but one of my biggest sartorial takeaways was a capsule wardrobe of six work shoe styles that I couldn't live without. Bear in mind that my assistant positions took place in creative office environments, so some of these styles (ahem, polished sneakers) may not work in a more conservative workplace, but most of them definitely will.
Below, find out which shoe styles got me through those seven years as an assistant, and shop my current picks for each.
Loafers
Loafers were my flat shoes of choice when living my best assistant life. They're versatile, classic, and structured enough to pull any look together.
Block-Heel Mules
While it may have been tempting, I didn't wear flats every day. And oftentimes, the heels I reached for were of the block-heel mule variety, which provides comfort, convenience, and plenty of low-key style.
Low-Heel Ankle Boots
Low-heel ankle boots were my go-to shoe style in fall and winter, as they're walkable and work with everything from cropped jeans to midi dresses.
Polished Sneakers
For casual Fridays and those days when I spent all day running around town, you could often find me wearing sneakers, but I stuck to polished leather styles.
Classic Pumps
Since not every day involved running around, the other heels I relied on were pumps. They instantly made me feel more dressed up, even when I was just wearing jeans. (Disclaimer: I always kept a pair of flat shoes in my car or tote, just in case.)
Available in sizes 35 to 42.
Pointed-Toe Ballet Flats
Speaking of which, my other style of choice was pointed-toe ballet flats. When flat shoes were in order (as they often were), they kept my outfits from erring on the side of sloppy.
Even if you're not an assistant, I highly recommend owning these six styles for work (or just life).
Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
So Long, Classic Loafers—It Girls in Every Stylish City Are Wearing This Cool Alternative
Dress like an in-the-know fashion girl.
By Nikki Chwatt
-
The Rumors Are True: Peep-Toe Pumps Are Making a Chic Comeback in 2025
Ready or not, here they come.
By Anna LaPlaca
-
The Sneaker Color Trend Everyone With Expensive Taste Is Buying
Including Lily Collins.
By Allyson Payer
-
Nicole Kidman Wore the Easy Heel Trend Every French Girl Wears With Skirts
Great minds think alike.
By Allyson Payer
-
The Rich-Looking Sneaker Trend That's Set to Dominate in 2025
Wealth's the word.
By Anna LaPlaca
-
I Already Know This Is Going to Be the Biggest Sneaker Trend of 2025
It's suddenly everywhere.
By Maxine Eggenberger
-
I'm a Professional Shopper—30 Elegant Picks I'm Eyeing From Mango, COS, and Nordstrom
These are too chic to pass up.
By Jennifer Camp Forbes
-
Alexa Chung Is Pressing Pause on Basic Leather Ballet Flats for This Trendier Style
She's the ballet flats expert.
By Allyson Payer