Dressing Like An Executive: A Woman's Guide To Looking Like A Leader
Let’s get real, figuring out how to tailor your wardrobe to the office is hard enough without worrying about styling. You’ve got a busy job as a leader, after all!
However, finding those classic pieces to elevate your look can be easier than you think. With this guide, I hope to help you build an office wardrobe that is versatile, chic, and comfortable without a headache.
1. How do I find workwear that suits me and fits well?
When it comes to comfortable workwear, fit is everything.
Ill-fitting clothing can make you feel uncomfortable and undermine your confidence. Opt for tailored pieces that accentuate your natural shape while still offering comfort and movement.
Blazers: Choose one that isn’t too tight in the chest or shoulders. A well-tailored blazer can transform a simple outfit into a power look.
Trousers and Skirts: Look for trousers with a slight stretch that offers comfort and shape. High-waisted styles or straight-leg cuts elongate the legs and provide balance. A midi skirt with a comfortable waistband can give you a polished silhouette while still allowing you to move freely.
Personal Stylist Tip:
Always read customer reviews and use the size guide when shopping online, but don’t hesitate to have items altered to achieve the perfect fit.
Tailoring is the easiest route to clothing that looks like it was made for you–regardless of how much you pay for it.
2. What Colors and Patterns Work for the Office?
Classic never goes out of style- just look at icons like Audrey Hepburn or Marilyn Monroe! Most of their casual looks could be worn to the office today. It’s giving chic!
What do those looks all have in common?
Classic colors like black, navy, beige, and grey tones.
They’re versatile and universally flattering regardless of color or shape.
Today these shades remain staples for professional workwear because they can be mixed and matched effortlessly. That means less agonizing over matching pieces in the morning! Incorporating timeless patterns, like pinstripes or subtle florals, can also help elevate your outfits while still being professional.
Solid Colors: Stick with a base palette of solid, basic colors for blouses, blazers, and trousers. These colors are easy to pair and provide a solid foundation for layering.
Bright and Tonal Colors: These should make up a small percentage of your wardrobe and complement the solids you wear all the time–like 30%.
Patterns: If you want to incorporate patterns, look for subtle prints that won't overwhelm your frame. Pinstripes, houndstooth, or even a delicate stripe can add texture and dimension without being distracting.
Personal Stylist Tip:
Don’t be afraid to experiment with bold colors in your accessories or outerwear.
A vibrant scarf, a bold pair of statement rings, or a killer handbag can totally transform your look without stepping out of the professional zone.
These little touches let you show off your personality and style while keeping things polished.
Whether you're heading to a meeting or catching up with friends after work, accessories like these are the perfect way to add a pop of fun without missing a beat.
It’s all about balancing chic and practical so you can feel confident and stylish all day long!
The key is to have one accent piece in an outfit, like a bold color or pattern, on top of a more neutral base. This will help you avoid looking too busy!
3. What Fabrics Should I Be Looking for?
Fabrics like cotton blends, wool, and stretch crepe are super ideal for comfort without completely sacrificing structure.
Look for breathable, moisture-wicking layers that keep you cool and collected throughout your busy workday.
Stretch Fabrics: Fabrics with a small percentage of spandex or elastane are ideal for non-constricting workwear, offering stretch and shape retention while maintaining comfort. There's nothing worse than meeting a deadline in pants that are cutting off your circulation!
Non-Wrinkle Materials: Opt for wrinkle-resistant fabrics to avoid constant ironing *(or buy a steamer, it’ll change your life! Wool, silk, and cotton will stay crisp throughout your day. This will ensure you look polished with less hassle!
Personal Stylist Tip:
Mix high-performance fabrics with softer, more luxurious materials like silk or cashmere for added sophistication. For example, pair a stretchy cotton jacket with a silk blouse underneath.
4. Okay, Now I Have my Key Pieces, How do I Layer them?
Layering is the perfect way to add depth and dimension to your outfit without sacrificing comfort. When done right, your layers should mix textures and create some extra flair that keeps things fresh and dynamic. You can easily balance different pieces to create a sleek, polished look that feels just as good as it looks. It’s the secret to taking your outfit from basic to effortlessly stylish with minimal effort!
Cardigans and Lightweight Sweaters: These are perfect for layering over blouses and under blazers. A well-cut cardigan can highlight your face and provide warmth without overwhelming your frame.
Be sure to look at the length of the piece and pair it with your bottom half: If you’re wearing high-waisted pants, a cropped sweater will look better, and vice versa for low/mid-rise pants.
Vests: A vest over a blouse or dress can instantly make an outfit look more structured and refined.
Shirts and Blouses: A shirt or blouse with a subtle peplum, wrap, or asymmetrical hem can draw attention to your waist while still providing comfort.
Personal Stylist Tip:
Experiment with layering a long-line or double-breasted blazer over a fitted dress for a seamless, more modern look. This combination is office-friendly and offers a streamlined silhouette.
5. Choosing Shoes That Combine Comfort and Style
Who says you can’t look fabulous while keeping your feet happy? Finding shoes that mix comfort with style is key for women juggling work, kids, and everything in between.
You deserve to rock a chic look without sacrificing your comfort.
Low to Mid-Heels: Comfortable kitten heels or wedges provide height without straining your feet. They're a professional yet comfortable option for daily wear.
Pointed or Rounded Flats: Pointed-toe flats can elongate the legs and add a polished edge to your work attire.
Supportive Sneakers: If your office allows for more casual wear, opt for stylish sneakers with arch support. The days of schlubby sneakers are over, tons of brands sell business-appropriate sneakers that look professional and feel amazing.
6. How can I Accessorize to Add a bit of Flare to my Workwear?
Accessories are like the cherry on top of your workwear sundae—they take a basic outfit and add a little bit of sweetness! A few well-chosen pieces can totally amp up your look and show off your unique style. It's all about adding that little extra oomph.
Scarves: A colorful or patterned scarf adds dimension to your outfit and can be draped in multiple ways for different looks.
Belts: A sleek belt can add definition to your waist, especially when worn with a blazer or oversized shirt.
Personal Stylist Tip:
Don’t go overboard—less is more when it comes to accessories in a professional setting. Focus on one standout piece and let it be the focal point of your outfit.
7. Investing in Versatile Pieces That Transition from Day to Night
Workwear? It’s all about that wow factor of versatility. Think of it as building a wardrobe that’s ready for anything—whether it’s conquering the 9-to-5 grind or heading straight to pick up your kids. Investing in pieces that easily transition through your entire life?
Shift Dresses: A simple, well-cut shift dress can be paired with a blazer for work and then dressed up with accessories for an evening out.
Tailored Jumpsuits: Jumpsuits with a flattering waistline and tailored fit can be worn both in the office and at evening events with a quick change of accessories.
Midi Skirts: Midi skirts can be styled in multiple ways, whether paired with a button-down shirt or a sleek top, making them a great option for a day-to-night transition.
Personal Stylist Tip:
Choose neutral shades for your base pieces and swap out your workday accessories (like a structured bag) for evening ones (like a clutch or statement shoes).
Dress for Boldness and Comfort
Building a stylish work wardrobe is all about rocking your shape and picking pieces that not only look great but feel amazing too. It’s about blending comfort, versatility, and confidence into outfits that can take you from a big presentation to a casual team meeting—without missing a beat!
Check out our Capsule Wardrobe Guide for more info on building your dream wardrobe!
