Work With Me
You know what you want to look like. You have a style vision. The problem isn't taste—it's execution. You're tired of buying pieces that sit unworn, spending hours hunting for the right thing, or building a closet that somehow still leaves you with nothing to wear.
That's where I come in. With 10,000 hours of shopping across three continents and 15 countries—from luxury boutiques to hidden vintage gems—I know where the good stuff actually is. I help you build a wardrobe that feels like you, works for your real life, and doesn't require wasting time or money figuring it out alone.
This isn't about following rules or looking like everyone else. It's about making your style vision real.
How We Work Together
Every engagement starts with understanding your style vision, assessing what you already have, and creating a strategic plan. From there, we can work together in whatever format makes sense for you—in-person shopping in Chicago, virtual sessions, or a combination of both.
Services & Investment
Initial Consultation
Complimentary
30-45 minutes | Virtual or In-Person
Let's talk about your style goals, where you're stuck, and how I can help. This is a no-pressure conversation to see if we're a good fit and determine the best path forward for you.
Book your consultation to get started.
Wardrobe Audit + Strategy Session
$650
3-4 hours | In-Person or Virtual
We'll go through your current wardrobe together, identify what's working and what's not, and create a clear, prioritized plan for what you actually need. You'll leave with styling ideas for pieces you already own and a strategic shopping roadmap.
Includes: Comprehensive wardrobe assessment, outfit creation from existing pieces, written shopping plan with specific gaps identified.
Personal Shopping Session
$400 (In-Person) | $250 (Virtual)
3-4 hours in-person | 2 hours virtual
I pre-curate a shopping route or online selections based on your needs, then guide you through trying, evaluating, and making smart purchasing decisions. Whether we're hitting Chicago's best spots or shopping online together, you get my expertise in real-time.
Includes: Pre-planned shopping strategy, fit and quality assessment, styling guidance, purchase recommendations.
Style Transformation
$3,000
6-8 weeks
A complete style refresh for someone ready to fully step into their vision. We'll audit your wardrobe, do multiple shopping sessions (in-person and/or virtual), and I'll be available for ongoing guidance as you build your new look.
Includes: Wardrobe audit, 3 personal shopping sessions, outfit planning, 60 days of text/email styling support, guidance on incorporating new pieces with what you already own.
Best for: Complete wardrobe transformation
Seasonal Refresh
$1,500
3-4 weeks
Perfect for the client who wants to strategically update their wardrobe each season. We'll plan what you need, shop together, and make sure new pieces integrate seamlessly with what you already love.
Includes: Strategic planning session, 2 personal shopping sessions (your choice of format), 30 days of styling support.
Best for: Seasonal wardrobe updates
VIP Intensive
$6,000
3 months
The most comprehensive experience. If you're ready to completely transform your wardrobe and want ongoing support, unlimited access, and a true partnership in building your style—this is it. We'll work together consistently over three months to create a wardrobe you're genuinely excited about.
Includes: Full wardrobe audit and organization, multiple shopping sessions across various markets (luxury, vintage, contemporary, thrift), unlimited communication and styling support, outfit planning and styling education, strategic guidance on building a cohesive long-term wardrobe.
Best for: High-investment clients who want full transformation and ongoing support
À La Carte Options
Need something specific? I offer individual services that can be added to any package or booked independently:
- Additional Shopping Session: $350-400
- Event Styling (specific occasion): $200
- Closet Edit Only: $350
- Virtual Styling Session: $175/hour
Why This Investment Makes Sense
If you're spending $5,000-20,000+ per year on clothes, how much of that is sitting unworn in your closet? How many hours have you wasted shopping aimlessly, only to come home empty-handed or with something that doesn't quite work?
Working with me isn't an expense—it's preventing expensive mistakes, saving you time, and ensuring that what you buy actually serves your style vision. One wrong $800 purchase costs more than a strategy session. Three hours of aimless shopping is time you'll never get back.
My expertise—10,000 hours across luxury boutiques, vintage markets, online retailers, and thrift stores in 15 countries—means I know where to find what you're looking for. I can get you the look for less without it looking cheap. I understand garment construction, fit, and how to build a wardrobe that actually works together.
You're not paying for someone to shop with you. You're paying for market knowledge, strategic thinking, and the ability to execute your vision efficiently.
Ready to Get Started?
Book a complimentary consultation and let's talk about your style vision. No pressure, just a conversation about where you are, where you want to be, and how we can work together to make it happen.
[Book Your Free Consultation]
Prefer to email? Reach out at hello@brandonliveswell.com and I'll get back to you within 24 hours.