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Weekly Wardrobe Wisdom newsletter cover dated October 26, 2025 by Styled by Jenn, featuring topics: Confidence Starts in Your Closet, Styled for Success, Amazon Find of the Week, and The Secret Power of Outfit Repeats.

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November 03, 20253 min read
Styled by Jenn October 26 Weekly Wardrobe Wisdom newsletter cover featuring Confidence Starts in Your Closet, Styled for Success, Amazon Find of the Week, and The Secret Power of Outfit Repeats. Fall fashion and style confidence inspiration by personal stylist Jenn Whitacre.

✨ Confidence Starts in Your Closet

💖 Style isn’t just what you wear — it’s how you show up.
The Styled for Success Course is your roadmap to confidence - helping you create a wardrobe that empowers you to walk into any room feeling ready, radiant, and unstoppable.
Learn to dress with purpose, define your style, and build outfits that reflect the powerful woman you already are.

Includes 7 style-transforming modules, lifetime access, and 90 days of personal support to help you look and feel your best — every day.

Explore Styled for Success Here

Jenn Whitacre, personal stylist and founder of Styled by Jenn, wearing a bright pink top and dark jeans for the Styled for Success feature — showcasing confident, empowering style for women.


💫 Amazon Find of the Week

Cozy Meets Classic: Columbia Sherpa Fleece Jackets

When the temperature drops, there’s nothing better than a layer that feels like a hug 🤍
These Columbia sherpa fleece jackets are made of 100% polyester for lasting softness and warmth. Some styles feature a cozy hood, while others have a sleek 1/4 zip-up design — perfect whether you’re heading out for errands or just want to stay comfortable indoors.

Available in a wide range of colors, these are a must-have for anyone who loves practical comfort with effortless style.

Shop them on Amazon
As an Amazon Associate, I earn from qualifying purchases.

Shop the Columbia Fleece Jackets

Amazon collage featuring Columbia fleece jackets in multiple colors — cozy, stylish outerwear picks for fall and winter curated by personal stylist Jenn Whitacre of Styled by Jenn.

💫 Amazon Find of the Week

The Perfect Winter Joggers: Fleece-Lined + Water Resistant

These G Gradual fleece-lined joggers are proof that comfort can still look polished! 🖤
Made from a soft and durable blend of 77% polyester and 23% spandex, they’re designed to keep you warm and dry with a water-resistant finish - perfect for outdoor walks, errands, or cozy days at home.

They feature a high-waisted fit, deep pockets, and come in 20+ colors and several styles (zipper pockets, draw string on the outside or inside).
Pair them with your favorite sherpa jacket for an effortlessly chic cold-weather look.

Shop them on Amazon
As an Amazon Associate, I earn from qualifying purchases.

Shop the G Gradual Fleece Lined Joggers here

Amazon collage showcasing G Gradual fleece-lined joggers in assorted colors — warm, comfortable, and stylish winter activewear finds curated by personal stylist Jenn Whitacre of Styled by Jenn.


💫 The Secret Power of Outfit Repeats

Have you ever hesitated to wear the same outfit twice because someone might notice?
Here’s the truth: repeating outfits isn’t a fashion mistake — it’s a confidence move.

When you truly love what you wear, you naturally want to wear it again (and again!).
Style isn’t about constant newness — it’s about consistency, confidence, and authenticity.

Repeating outfits means you’ve built a wardrobe that works — one that reflects your style, fits your life, and makes you feel your best every time you put it on.

Pro Tip: Instead of stressing about wearing something different, focus on small tweaks — a change of shoes, accessories, or hairstyle can make the same outfit feel brand new.

When your wardrobe is full of pieces that make you feel unstoppable, outfit repeats become your style signature — not your secret.

💖 Ready to create your own repeat-worthy wardrobe?
The Styled for Success Course will help you define your style, simplify your closet, and love getting dressed again — every single day.

weekly wardobe wisdomconfidence in your closetstyled for successamazon fashion findsoutfit repeatsstyle tips for womenpersonal inspiration
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Jennifer Whitacre

Jennifer Whitacre is the CEO and Personal Stylist at Styled by Jenn, LLC.

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