Get Clear.

Get Confident.

Get Dressed with Ease.

Book Your Style Breakthrough Session

Break Through Your Style Blocks - in Just One Hour

Creating outfits that reflect who you are and where you’re going - so getting dressed becomes the easiest (and most empowering) part of your day.

Feeling stuck in your style? You’re not alone -and you don’t have to figure it out alone.

This 1-hour virtual session gives you the clarity, confidence, and simple outfit formulas you need to stop second-guessing your clothes and start dressing with ease.

Jenn Whitacre wearing a WHBM light green dress with a scarf draped over her arms — personal stylist promoting the Style Breakthrough Session for women seeking confidence and effortless everyday style — Styled by Jenn.

🎯 This Session Is for You If…

✅ You feel overwhelmed every time you open your closet.

✅ You’ve bought clothes you never wear (and you’re not sure why).

✅ You want to feel polished, confident, and effortlessly 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 help you define your unique style vibe, identify what’s working (and what’s not), and get clear answers — fast.

📝 Personalized Style Summary & Next Steps
You’ll receive a customized recap outlining your quick wins, outfit recommendations, and clear next steps — so you can move forward with confidence.

📧 30 Days of Post-Session Support
Have a question about an outfit or new purchase? You’ll have direct email access to me for 30 days after your session for ongoing support and accountability.

👗 Expert Advice to Simplify & Elevate Your Wardrobe
We’ll cut through the confusion and focus on what flatters you most — so you can stop second-guessing and start feeling confident every day.

🎁 Bonus Gifts to Keep You Moving Forward

When you book your Style Breakthrough Session, you’ll also receive two exclusive tools designed to help you take immediate action and stay on track:

✅ Style Confidence Checklist
Your go-to daily guide for instantly elevating any outfit. Learn quick styling habits that boost your confidence and make getting dressed effortless.

✅ Personalized Follow-Up Summary
A written recap packed with tailored styling tips, outfit formulas, and actionable next steps based on your session — so you always know exactly what to do next.

Real Outfits. Real Confidence. Real Jenn.

See how easy confidence can look when your wardrobe finally works for you.

Jenn Whitacre wearing a teal printed top, holding a teal tweed jacket, paired with black coated denim jeans and black heels — polished, professional outfit inspiration by Styled by Jenn.
Jenn Whitacre wearing a burgundy satin top with a silver necklace, black coated denim jacket, and black jeans — confident date-night or evening style by Styled by Jenn.
Jenn Whitacre wearing a leopard print cardigan layered over a white Forme’ tank with Loft button-fly cropped jeans and Rothy’s flats — chic everyday outfit idea by Styled by Jenn.
Jenn Whitacre wearing a bright pink sleeveless Loft top with blue-gray cropped Ann Taylor pants and black wedge heel sandals — colorful summer workwear outfit inspiration by Styled by Jenn.

💬 Client Love - Real Women, Real Results

Client styled by Jenn wearing a confident, everyday outfit — wardrobe transformation by Styled by Jenn.

Client Testimonial:

"You really do need a personal stylist.  My closet was stuck in a rut and had a lot of classic black pieces. We got rid of a lot and added a few new pieces that mix and match. Now I actually have more with less! I learned a lot about fashion and a lot about myself - tried things I would have never chosen and found a new look!" - Jennifer Maynard

Client styled by Jenn wearing a classic black dress with an eye-catching belt — elegant, confidence-boosting outfit styled by personal stylist Jenn Whitacre, Styled by Jenn.

Repeat Client Testimonial:

"Jenny helped me trim down the clothes in my closet. I had way too many clothes and rediscovered clothes. Then we shopped for clothes to fill the gaps and properly fitted under garments. She is now working on a look book so I can easily see how my clothes work together. Plus, she knows a seamstress to alter clothes for the perfect fit. She’s doing a fantastic job and is a pleasure to work with." - Leela Griesinger

Client wearing a bright, stylish look — confidence-boosting personal styling experience with Styled by Jenn.

Client Testimonial:

"I have had a great time with Jenn! We sorted out my closet, gave away clothes I couldn’t use anymore, and identified those that may benefit from tailoring! Then we visited stores for undergarments and outfits. She had pre-selected clothes she thought I would like, and she was right! It was so much fun to actually buy most of the clothes I tried on instead of putting them all back. Jenn took pictures of me in my new outfits so she could make my “Look Book” that will have my outfits pictured in it. This has been so much fun, and Jenn is very personable and easy to have fun with. I feel more confident and pretty in my new and altered clothes! Thank you, Styled by Jenn!! " - Betty Cornwell