Personal Styling & Wardrobe Strategy

A wardrobe that actually works for your life

Personal shopping informed by research and grounded in observation, care, and real life. Not a makeover. A process of alignment.

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Jackie Armstrong, personal stylist

How I Work

Styling as observation, not imposition

My approach to personal styling is grounded in observation, listening, and care. My background in visitor research at The Museum of Modern Art shaped how I see and understand people, not as abstract "types," but as individuals living complex, specific lives.

I pay attention to patterns, constraints, preferences, and environments. Styling becomes a process of alignment. There is no single "correct" way to dress. Instead, we clarify what feels authentic, functional, and supportive of how you actually live.

This process often brings unexpected relief. When clothing aligns with your body, your environment, and your identity, it reduces friction and creates space. Many clients describe feeling more like themselves, more grounded, more confident, and more at ease.

I bring the same depth of observation, creativity, and care that defined my research at MoMA into every wardrobe I build.

Services

Ways to work together

$425

Foundational Wardrobe Reset

Closet assessment, wardrobe editing, and a curated shopping plan to bring clarity and direction to what you already own.

$725

Wardrobe Reset + In-Person Shopping

Includes everything in the Foundational Wardrobe Reset, plus a focused 3 hour in-person shopping session. We'll explore thoughtfully selected options together, build complete outfits, and identify pieces that integrate seamlessly into your wardrobe. Some items may be identified in advance, while others are discovered during the session based on fit, feel, and direction. Additional in-person shopping time is available at $125/hour.

Most Popular

$195

Curated Shopping List + Outfit Mockups

A focused shopping list of 10 to 15 pieces aligned with your budget and needs, plus outfit mockups showing how new and existing pieces work together. Ideal if you prefer to shop on your own timeline.

Great Starting Point

$95/hr

Virtual Styling Support

Ongoing support for outfit decisions, event dressing, wardrobe questions, and shopping guidance. Available as needed or in small packages. A second eye whenever you need one.

Ongoing
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Additional customization is always possible. The goal is a wardrobe that feels intentional, functional, and fully your own.

Lisa Mazzola styled by Jackie Armstrong
“Jackie opened my mind to styles, fit, and colors that I would have never considered. Once we started to dial in my right size, things started to fall into place. Her vision is clear and sharp.”

Lisa Mazzola
Chief Officer of Learning and Community Engagement, Norton Museum of Art

Get in Touch

Styling begins with understanding how you actually live

If you'd like to work together, I'd love to hear from you. Shopping and getting dressed can feel clear, calm, and entirely your own.

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