In a digital-first era, a new kind of stylist has emerged—one who curates from the cloud, not the closet. Digital wardrobe stylists are redefining how we engage with fashion, with Sunday roundups and everyday edits that keep audiences inspired, motivated, and excited to get dressed. They find voices in Substack writing, Instagram Story Sharing, Moodboarding curating and links that feel more like love letters than sales pitches. Among this new class of curators, Natalie Simkins stands out—not for being the loudest, but for being the most intentional.

“I never set out to become a stylist,” Natalie says. “I was working in commercial real estate and just started posting my office outfits for fun. It was my creative outlet—something I looked forward to.” Her content, a mix of weekday wear and weekend finds, quietly grew an audience. But it wasn’t until she posted a story at a friend’s wedding that things shifted. “I had never gotten so many DMs. People were asking where my dress was from, the shoes, the bag—everything. Some friends told me I needed to start an LTK. I thought it was ridiculous at first, but eventually I thought... why not?”

That sense of curiosity, of leaning into something intuitively, became the blueprint for what would soon evolve into a full-time digital styling business. “The beauty of building this online was that I didn’t need a studio or a big team—I needed my phone, my point of view, and consistency.”

From Instagram stories to carefully curated product edits, Natalie’s work is part inspiration, part education. “I started treating my content with more purpose. People were asking for recommendations, outfit links, capsule ideas—and I realized there was a real need for it. I wasn’t just sharing outfits anymore, I was helping people make decisions, define their style, feel more confident.”

Her approach is rooted in timelessness. “I always say: less is more. You don’t need to be constantly reinventing the wheel. The most stylish people I know repeat silhouettes they love and build on that foundation with really intentional pieces.”

She’s quick to call out the pressures of trend-driven content. “Social media makes you feel like you need every new thing. But I always remind people: personal style doesn’t expire just because the algorithm moves on. You can skip a trend. You can say no.”

For Natalie, dressing with clarity means making fewer, smarter choices. “Your closet should be a toolkit,” she explains. “Start with high-quality staples—a great pair of jeans, a blazer, a classic loafer or ballet flat. Then restyle, reimagine, layer differently. Find the pieces you actually wear and build around them.”

And while the content is visual, the impact is emotional. “When people DM me saying they recreated a look or finally found the right denim because of a post, that’s what keeps me going. It’s not about pushing product—it’s about helping people feel good in their clothes.”

Her Sunday roundups and styling edits have become rituals for her audience. “I try to keep it grounded,” she says. “I mix high and low, I share different price points, and even when I partner with brands, I’m super selective. I want everything I post to feel real and wearable.”

2025’s trends are getting her excited—just in her own way. “I’m loving jewel tones, especially for sandals. It’s an easy way to elevate a neutral outfit without doing too much. And I’ve always been obsessed with butter yellow, so I’m thrilled to see more of it. But I always pair trends with something timeless—it has to feel like me.”

She adds, “Style is about resonance. If something speaks to you—color, silhouette, detail—run with it. But don’t feel the need to chase everything. You get to choose what feels right.”

That autonomy is what Natalie’s content quietly champions: fashion not as a race to consume, but as a curated expression of self.

“Dressing yourself with intention is a form of self-respect,” she says. “It sounds small, but when you love how you show up—when you really feel like you—everything shifts. And that’s always the goal.”