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Dress shabbily and they will remember the dress...

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Styled by Jenn Weekly Wardrobe Wisdom newsletter cover featuring style tips, outfit ideas, and updates on personal styling partnerships.

  Weekly Wardrobe Wisdom June 1 

June 03, 20257 min read
Styled by Jenn newsletter cover page featuring fashion inspiration, style tips, and updates including Aleader and Dokotoo partnerships.

New Cover Look

I gave the cover page a fresh new look! 🎉
I’d love to hear what you think — do you like this updated version better, or did you prefer the previous one?

💬 Hit reply and let me know — I’m always open to your feedback as I keep improving Weekly Wardrobe Wisdom just for you! 💖


🎉 Styled by Jenn x Dokotoo: June Partnership Spotlight!

I’m thrilled to announce that I’ve partnered with Dokotoo for the month of June — and I couldn’t be more excited to showcase one of their standout pieces!

This navy and white striped sweater with vibrant orange trim is a perfect blend of classic and playful, and it’s quickly become a go-to in my wardrobe. Whether you're dressing it up with slacks or keeping it casual with jeans, it adds a pop of color that instantly elevates your look. Check out all the colors and patterns that it comes in!

💸 Bonus: There’s currently an 8% off coupon available on select Dokotoo items — valid through July 1. Don’t miss it!

👉 Watch the video here to see how I styled this piece and why it’s such a great wardrobe win.

📦 Shop the look here: Dokotoo Sweater

🧡 As always, I only share what I truly love — and this one’s a winner!

As an Amazon Associate, I earn from qualifying purchases — at no extra cost to you.


👟 Style Spotlight: Aleader Shoes — Now Through June 16th!

Good news! My paid partnership with Aleader has been extended through June 16th, and I’m still loving these versatile, water-friendly shoes that actually look stylish too.

Whether I’m stepping out for errands, heading to the park, or dealing with a rainy day, my Aleader shoes have been a total lifesaver. They’re comfy, lightweight, and easy to style — which is why I keep reaching for them!

▶️ Check out the short video here to see a few different ways I’ve styled mine — proof that functional footwear can still look fabulous.

🛍️ Shop the Aleader shoes here: Shop these shoes here

As an Amazon Associate, I earn from qualifying purchases — at no extra cost to you.


🖤 New Favorite Find: G Gradual Pants

If you're looking for pants that combine comfort, stretch, and sleek style—you’re going to love this find. I recently tried the G Gradual pants and couldn’t wait to share my review with you!

From the flattering fit to the performance-inspired feel, these pants are perfect for:
✔️ Casual errands
✔️ Travel days
✔️ Working from home
✔️ Or even dressing up a bit with the right top and accessories

▶️ Watch the video review here to see the fit, fabric, and my favorite styling ideas.

🛍️ Grab your pair here: G Gradual Pants

As an Amazon Associate, I earn from qualifying purchases — at no extra cost to you.


Is Your Closet Trying to Tell You Something?

(Why You Might Feel Stuck — And How to Finally Move Forward)

Let’s play a little style truth or truth...
Have you ever found yourself staring at a full closet thinking,

“I have nothing to wear”?

If so, you’re not alone.
In fact, this is one of the most common things I hear from women — no matter their age, lifestyle, or career.

But what’s really going on?

Let’s break it down with 5 of the biggest things I see behind that closet frustration:

🧠 1. You have a closet full of clothes… but none of them feel right.

You’ve changed — maybe your body, your job, or your season of life — but your wardrobe hasn’t kept up. The clothes technically fit, but they don’t feel like you anymore.

🔁 2. You wear the same few “safe” outfits on repeat.

Sound familiar? Leggings, a long cardigan, and sneakers — again. It’s easy. It works. But it’s also boring… and the rest of your closet just sits there.

🛍️ 3. You try to shop your way out of it — and it doesn’t work.

You’ve tried buying new things, hoping they’ll spark some inspiration. But they either don’t match anything you own… or still leave you feeling unsure.

😩 4. You assume everyone else has it figured out.

You scroll Instagram, see stylish women at work or at drop-off, and wonder how they make it look so easy. Spoiler: most of them are overwhelmed too — they just hide it better.

5. You don’t have the time (or energy) to fix it.

Your days are busy. You're pulled in a dozen directions. And figuring out what to keep, what to wear, and how to make it all work feels like too much.

💡 Here's the good news:

You’re not broken.
Your style isn’t gone — it’s just buried under a closet that doesn’t reflect who you are right now.

And I can help.

The Style Breakthrough Session is your 1-hour reset — where we take the guesswork out of getting dressed and help you feel stylish, confident, and you again.

✨ You’ll get:
✔️ Personalized style coaching
✔️ A bonus checklist to guide you
✔️ 30 days of support (yes, really!)
✔️ All for just $67
(Only 3 spots available each month!)

➡️ Ready for your breakthrough? Click here to book yours now.

Because you deserve a closet that reflects who you really are — not who you used to be.


“Style Ruts Happen — Here's How to Get Out of One Fast”

Ever find yourself wearing the same 3 outfits on repeat?
It's not that you don’t have clothes — it’s that you’ve lost the energy to experiment.

Welcome to the style rut.

Here’s the good news: a rut isn’t permanent. You don’t need a shopping spree or a closet overhaul to break out of it — just a few easy resets that reignite your creativity and confidence.

1. Change one thing.
Swap your usual jeans for a skirt. Trade your boots for flats. Add a bold necklace. One unexpected element can make everything feel fresh again.

2. Create one go-to “power outfit.”
This is your no-fail look. The one that makes you stand taller, smile brighter, and actually want to leave the house. Keep it ready for those “nothing to wear” days.

3. Mix pieces that usually stay separate.
That blazer you only wear to work? Try it with jeans and sneakers. That dress you only wear for events? Layer it under a sweater. New combos = new confidence.

4. Snap a photo of your favorite outfit this week.
It’s easier to repeat what works when you remember what made you feel amazing. Create your own “highlight reel” of feel-good outfits.

Style ruts are normal — they just mean you’re ready for a refresh.
Try one of these today and tag me if you do — I’d love to cheer you on! 💖

Ready for more 1-on-1 help? Book a Style Breakthrough Session and let’s create a strategy that works for your lifestyle.

Sign up here


🎥 Have You Subscribed to My YouTube Channel Yet?

If you love Weekly Wardrobe Wisdom, you’re going to love the extra style inspo waiting for you on my YouTube channel!

From outfit try-ons and seasonal styling tips to behind-the-scenes fun and real-life fashion advice—you’ll get even more ways to build a wardrobe you love and feel confident in every day.

💡 What you’ll find:

  • Styling hacks & outfit ideas

  • Closet tips & fashion fixes

  • Shopping finds (hello, Amazon favorites!)

  • Confidence-boosting advice that goes beyond clothes

✨ Don’t miss a thing—hit that subscribe button and join the style community on YouTube!

👉 Subscribe Now

Subscribe to Styled by Jenn on YouTube for fashion tips, outfit ideas, Amazon try-ons, and personal styling inspiration.

Facebook Group

If you want more quick wins, inspiration, and exclusive giveaways, make sure you’re in the Style Empowerment Facebook Group! 🎉Join here

Join the Style Empowerment Facebook Group by Styled by Jenn for outfit ideas, confidence-boosting tips, and expert personal styling advice.

personal styliststyling tipsAleader water shoesVersatile outfits Amazon Fashion FindsDokotoo partnership
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Jennifer Whitacre

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

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