What made you want to become a stylist? Tell us about your fashion journey!
I’ve loved putting outfits together since I was a kid—it always felt like solving a puzzle that helped people come into sharper focus. I started college as a Fashion Marketing major but took a sharp left turn. After earning two music degrees and working as an opera singer, I found myself drawn back to style. I started at Stitch Fix, where I saw how many women weren’t just looking for more clothes—they were craving guidance. That led me to apprentice with an established stylist in D.C., and eventually launch my own business as a stylist. Styling blends my two great passions: fashion (obviously!) and people. While part of my job is knowing where to shop and staying on top of trends, what I really offer is strategy. I teach clients how to recognize great fit, curate a well-balanced wardrobe, and put together outfits for everything from a conference to a creative retreat. I’ve come to believe that style is never surface-level. It’s a tool to help you become the most magnetic version of yourself, and my job is to help you get there, starting with your closet.
What are the key trends you’re seeing for this fall season?
Fall 2025 is all about intentional contrast and rich, grounding textures. Think structured tailoring—blazers, trench coats, suiting—paired with cozy, tactile layers like cashmere cardigans and even twin sets. Rich burgundies, deep browns, and charcoals are everywhere. I’m also seeing a boho resurgence—led by brands like Chloé—featuring flowy silhouettes, embroidery, long pendant necklaces, and lots of suede. Texture is also big this season. Elevated basics are showing up in tweed, leather, and with fringing. There’s also a growing shift toward longevity—trends are leaning more timeless, more wearable, and more personal. This is the season to bring out your meaningful pieces with a story. Have a silk scarf from your grandmother? Pull it out. I’ll be wearing a vintage Rolex from my great-grandmother on repeat this season.
How can people transition their summer wardrobe pieces into fall outfits?
As a stylist, I strongly believe the majority of your wardrobe should be three- to four-season. These are the anchor pieces—like a white t-shirt, striped button-down, or your favorite jeans—that you can wear year-round. As we move into fall, use those pieces as your foundation and build layered looks with fall textures like knits, leather, or wool. One easy approach is to layer a cropped sweater over a summer dress, or pair long, tailored shorts with knee-high boots. Add a blazer or a structured jacket, and suddenly your warm-weather pieces feel entirely new. Thoughtful styling is key when transitioning your wardrobe for the new season.
What is one thing that everyone should have in their closet for fall?
A great layering jacket—like a relaxed blazer, cropped trench, or chore coat—instantly makes you feel put together and gives structure to softer pieces. It’s the kind of item that makes even a t-shirt and jeans feel intentional.
What fall article of clothing is worth splurging on?
Boots. You’re going to wear them on repeat, and a well-made pair adds polish and versatility to every look. I love a tall boot paired with midi dresses or skirts, and a great ankle bootie with trousers and denim. If you don’t already have a classic black ankle boot in your wardrobe, start there—it’s the ultimate fall workhorse.
What is your favorite part about fall fashion?
Fall is a season of return – we head back to our routines but with fresh eyes and perspectives. It’s a time to recalibrate, refine, and lean into intention. Along with the deepening of color palettes, the cozy layers, and the ability to mix textures, my favorite part about fall fashion isn’t the trends, it’s the opportunity to approach your wardrobe with fresh intention. I love helping clients step into a more grounded, magnetic version of themselves, and fall invites us to do just that by expressing the complexity of who we are through style. I love every part of that!
What do you wish more women understood about style?
So many women think they need to “fix” themselves before they can be stylish—but I believe your wardrobe should support you now, exactly as you are. I work with clients to create wardrobe ecosystems that align with who they are but also highlight where they’re going. You don’t always need more clothes—you just need the right ones. And when your wardrobe is aligned, getting dressed becomes less of a stressor and more of a superpower.
To see more of Ivy, check out her Instagram and website.
calvertandcostyling.com
"I’ve come to believe that style is never surface-level. It’s a tool to help you become the most magnetic version of yourself, and my job is to help you get there, starting with your closet."