✨Get Clear.
✨Get Confident.
✨Get Dressed with Ease.
A 60-minute virtual session to break through your style blocks and help you start dressing with confidence and ease - every single day.
🎯 This Session Is for You If…
✅ You feel overwhelmed every time you open your closet.
✅ You buy clothes you never end up wearing (and you’re not sure why).
✅ You want to feel polished, confident, and put-together in your everyday outfits.
✅ You’re ready to stop guessing and start showing up as your best self - every single day.
🔍 What You’ll Get Inside Your Style Breakthrough Session
🕒 60-Minute 1-on-1 Virtual Session
Personalized guidance to define your unique style vibe, identify what’s working (and what’s not), and get clear answers - fast.
📝 Personalized Style Summary & Next Steps
A customized recap outlining your quick wins, outfit recommendations, and clear, actionable next steps
📧 30 Days of Post-Session Support
Ask questions about outfits, new purchases, or anything style-related - you’ll have direct email access to me for 30 days.
👗 Expert Advice to Simplify & Elevate Your Wardrobe
Cut through the confusion and focus on what truly flatters you so you can feel confident every day.
🎁 Bonus Gifts to Keep You Moving Forward
✅ Style Confidence Checklist
Your go-to daily guide for instantly elevating any outfit and building confidence through simple styling habits.
✅ Personalized Follow-Up Summary
A written recap full of tailored styling tips, outfit formulas, and your next steps - so you always know exactly what to do next.
🌟Real Outfits. Real Confidence. Real Jenn.
See how effortless confidence looks when your wardrobe finally works for you - not against you.
Polished & Professional
Jenn Whitacre wearing a teal printed top, holding a teal tweed jacket, paired with black coated denim jeans and black heels - chic, modern workwear styled with intention.
Confident & Evening-Ready
Jenn in a burgundy satin top, silver necklace, black coated denim jacket, and black jeans - a bold, elevated look for date night or evenings out.This is a Paragraph Font
Everyday Style Made Effortless
A leopard print cardigan layered over a white Formé tank with Loft button-fly cropped jeans and Rothy’s flats -relaxed, flattering, and confidence-boosting.
Colorful Workwear That Pops
A bright pink sleeveless Loft top with blue-gray cropped Ann Taylor pants and black wedge sandals - a vibrant, polished look that makes getting dressed fun again.
💬 Client Love - Real Women, Real Results
⭐ Jennifer Maynard
“You really do need a personal stylist. My closet was stuck in a rut with so many black pieces. We removed a lot and added new staples that mix and match - now I actually have more with less! I learned a lot about fashion and about myself. I tried pieces I never would’ve chosen and found a completely new look!”
⭐ Leela Griesinger
“Jenny helped me trim down my closet - I had way too many clothes and rediscovered things I forgot I owned! Then we shopped to fill the gaps and got properly fitted undergarments. She’s making a look book so I can easily see how my pieces work together. She knows a great seamstress too. She’s fantastic and so easy to work with.”
⭐ Betty Cornwell
“I’ve had a wonderful time with Jenn! We sorted my closet, donated what no longer worked, and identified pieces for tailoring. Then we shopped - Jenn pre-selected clothes she knew I’d love, and she was right! Having a look book of my new outfits makes getting dressed easy. I feel more confident and prettier than ever. Thank you, Styled by Jenn!”
❓ Frequently Asked Questions
Here are the most common questions women ask before booking their Style Breakthrough Session — so you can feel confident and prepared.
1. What happens during the Style Breakthrough Session?
You’ll spend 60 minutes with me one-on-one, identifying what’s working in your wardrobe (and what’s not), defining your style direction, and getting practical outfit formulas you can use immediately.
2. Do I need to prepare anything before the session?
Not much! I’ll send you a short, simple questionnaire ahead of time.
You can also bring a few outfits or pieces you struggle to style — but it’s completely optional.
3. Is this session right for me if I feel overwhelmed by my closet?
Absolutely. This session is designed for women who feel stuck, unsure, or frustrated with their wardrobe.
You don’t need to know your style — that’s what we’ll discover together.
4. Will we go through my entire closet?
No, this isn’t a full closet edit.
But you’re welcome to show me a few pieces you love, avoid, or don’t know how to style.
5. What happens after the session?
You’ll receive a personalized recap with quick wins, outfit ideas, and a clear roadmap for your next steps - plus 30 days of email support to help you put everything into action.
6. Can I upgrade to a full styling package afterward?
Yes! Many clients begin with the Style Breakthrough Session and then choose a full styling package once they have clarity and momentum.
The session fee is separate and does not apply toward a package, but it gives you a strong foundation — making your package experience even more impactful.
7. Is the session recorded?
Yes — if you’d like a recording.
Your Style Breakthrough Session takes place over Zoom, and I can record it for you and send the replay link afterward so you can rewatch, pause, and revisit the guidance anytime.
8. What’s the cancellation policy?
Sessions can be rescheduled with 24-hour notice.
Because this is a time-based service with included digital resources, cancellations are non-refundable.
