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Do you ever ask yourself…

What would it feel like if your wardrobe was already handled—so you could focus fully on everything else that matters?

How much time would you gain back if every piece in your closet worked for your body, your lifestyle, and your calendar?

What would change if getting dressed became the easiest, most confident part of your day?

If these questions feel familiar, you don’t need to have all the answers yet. That’s exactly where I come in.

 
 
 

Personal Styling Services

How it works…

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1. Getting to know you

Everything starts with understanding you. I take time to learn about your lifestyle, the look you’re drawn to, your sizing, and any fit frustrations you’ve been running into.

Together, we create a personalized style profile that becomes the foundation for the rest of the process—so every recommendation feels intentional and aligned with your real life.

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2. Closet Audit

This is often the most impactful place to begin. We go through your closet piece by piece to identify what’s working, what’s no longer serving you, and where there may be gaps.

You may rediscover pieces you forgot you owned and learn new ways to style them. By the end, you’ll know what to keep, what needs tailoring, what to donate, and what’s worth adding. I call this the clean closet—love it or let it go.

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3. Wardrobe Remix

This step is all about maximizing what you already own. I create head-to-toe outfits by pairing existing pieces in fresh ways, so you can see your wardrobe with new eyes.

Most clients are surprised by how many new looks we can create without buying anything new—it truly feels like shopping your own closet.

 
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4. Personalized Recommendations

Based on your closet, lifestyle, and goals, I’ll recommend a curated list of key pieces that would best support your wardrobe. These suggestions are intentional—not excessive—and designed to fill real gaps rather than replace everything.

You’re always in control of what you purchase and when.

 
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5. Personal Shopping

(Classic Package)
I provide personalized recommendations for a few key pieces to round out your wardrobe. Each suggestion is chosen to work seamlessly with what you already own—you’re always in control of what you purchase and when.

(Signature Package)
The Signature Package includes personal shopping. I source and pull pieces specifically for you—either in-store or brought to you—based on your style, fit, and budget.

 
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6. Your personalized style portal

After our work together, your outfits are photographed and added to your personalized digital style portal.

Within approximately two weeks, you’ll receive access to your looks—making it easy to get dressed with confidence, clarity, and zero guesswork.

 

Client love

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Two Packages to Create Wardrobe Magic

Your clothes are meant to be a reflection of you, which means they’re meant to make you feel good. It’s normal to outgrow certain items; at the end of the day, always remember that clothes are meant to fit you and not the other way around!

 

+ The Capsule

  • 35 outfits created from your own wardrobe
  • A shopping list is made of your missing pieces
  • I take your donated clothing to Wings (unless you prefer elsewhere)
  • Your customized app is sent to you of your outfits
  • You feel confident getting dressed with ease (without having to buy anything new)!

+ The Signature

  • Done for you shopping brought straight to your door
  • Try-on session. What you don’t care for, I return
  • 30-35 outfits created from your own wardrobe (with the new pieces included)
  • I take our donated clothing to Wings (unless you prefer elsewhere)
  • Your customized app is sent to you of your outfits
 
 
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Create Lasting Confidence with Chicago’s Most Sought-After
Personal Styling Experience

Book a consultation
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Frequently Asked Questions

What it’s like to work together


Hiring a stylist can bring up a lot of questions—especially if you’ve never done this before. My approach is personal, practical, and rooted in real life. Below are some of the most common questions I hear from clients before we begin. If anything isn’t answered here, I’m always happy to talk it through.

  • Yes. I’ve worked with a wide range of men, women, and children—from ages 15 to 79—across many nationalities, skin tones, body shapes, and sizes. Style isn’t one-size-fits-all, and my process is always tailored to you.

  • All the time. Most of my clients aren’t looking for something trendy or complicated—they want outfits that feel effortless and work for their everyday lives. Together, we build a wardrobe that feels simple to navigate, with go-to outfits you can reach for without overthinking.

  • No. In fact, my approach is the opposite. I start with a closet audit to understand what you already own and how it fits into your real life. Most clients are surprised by how much they already have—and how a few intentional styling shifts can completely change how their wardrobe feels.

    From there, I help you create new outfit combinations from existing pieces and identify only the key additions that truly support your lifestyle. The goal isn’t more clothes—it’s clarity, ease, and a wardrobe that actually works for you.

  • My services are designed to be efficient and intentional. Sessions are thoughtfully structured and scheduled in advance, so the time you invest is focused and productive.

    I handle the planning and styling process with care, which allows us to make meaningful progress without unnecessary meetings or back-and-forth. The goal is to simplify your wardrobe—not add another thing to manage.

    👉 If you’re unsure which service fits your time constraints, booking a consultation is the best place to start. Book a Consultation

  • That depends on your goals, lifestyle, and what you already own. Some clients need just a few key pieces to round out their wardrobe, while others are navigating a new season of life or work.

    Before any shopping begins, we’ll talk through your comfort level and priorities so recommendations feel intentional—not overwhelming. There’s never pressure to purchase everything at once, and we always work at a pace that feels right for you.

  • Yes. Budget is always part of the conversation. I make recommendations with your comfort level in mind and focus on maximizing what you already own before suggesting new pieces.

  • Absolutely. If sourcing from sustainable, eco-friendly, BIPOC-owned, or women-owned brands is important to you, I’m happy to prioritize that. My goal is to make sure your wardrobe reflects both your style and your values.

  • Yes! I can style you (and your bump) throughout pregnancy and beyond, helping you feel comfortable, confident, and like yourself during a season of change.

  • Of course. I work with clients through all stages of life—weight changes, postpartum, menopause, or simply wanting a refresh. The focus is always on flattering fits for your current body and choosing pieces that feel good right now, with flexibility as things evolve. I also partner with trusted local tailors and provide fit guidance when needed.

  • Yes. Virtual styling is available and works beautifully for clients outside Chicago or those who prefer a remote experience.

  • I work with clients in Chicago and virtually nationwide. Location details are discussed during your consultation so we can choose the best approach for you.

  • You’ll receive a personalized digital style portal with outfit ideas, recommendations, and guidance you can return to anytime—long after our session ends.

  • Yes! Styling services make a thoughtful and meaningful gift. Gift cards are available and can be used toward any of my services.

  • Office Hours
    Monday–Friday: 9:00am – 6:00pm CST
    Saturday: 9:00am – 2:00pm CST

    You can email me at contact@notjustanniestyle.com, and I’ll respond within 48 business hours.


Still have questions or want to talk through what would work best for you? A consultation is the easiest way to get clarity.

Let's chat!