Everyday Jenny

Everyday Jenny Style, wellness, and real-life finds for women 50+. I’m Jenny—a wife, mom, and Gigi sharing affordable fashion, healthy living, and everyday inspiration.

02/18/2026

Don’t forget to tune in this Thursday for live shopping deals

02/17/2026

Join me for a live event on Thursday at 6 PM for live shopping. You won’t wanna miss these great deals.

02/16/2026

Windy City InfluencHERS took over Styles & Smiles yesterday and the energy was unmatched.

Women in business. Content creators. Entrepreneurs. Real conversations about growth, branding, social media, and what’s next.

This isn’t just networking. It’s women building real relationships, collaborating, sharing resources, and pushing each other to level up.

I created this space because I truly believe we grow faster together than we ever could alone.

And we’re expanding.

Workshops are coming for those ready to grow on social media or finally get started. We’re also planning curated content days with photographers and makeup artists so our members can elevate their brand visuals the right way.

If you’re a Chicagoland woman who’s ready for connection, collaboration, and community — this is your sign.

Interested in joining or hosting a future event? Reach out to me on any platform. Let’s build something bigger.

01/14/2026

Winter white outfit inspo
This is how I build an outfit every time. I dress for the occasion, start with a solid.
basic, and build from the bottom up. Jeans ,then I layer on the top, add the belt, shoes, and accessories to pull it all together.
Simple, intentional, and wearable - especially for winter white season.
Fashion over 50 doesn't have to be complicated. It's about starting with what works and styling it your way. Crew https://liketk.it/5M3Nh

01/01/2026

Heading into 2026 like I’mma be minding my business, staying in my lane, worrying about myself and nobody else. No drama. No competition. Just growth, peace, and focus. Here’s to 2026.

Merry Christmas, friends!Thank you for following along with me — your support means everything.Wishing you a holiday ful...
12/25/2025

Merry Christmas, friends!
Thank you for following along with me — your support means everything.
Wishing you a holiday full of joy, love, and sparkle.
Stay classy.

12/16/2025

As a Chicago girl, I don't say this lightly... The Gregory in Barrington delivers true downtown Chicago steakhouse vibes-without going downtown.
The decor is top-notch, the service is unmatched (you're taken care of by a full team, not just one server), and every detail feels elevated.
Yes, it's a steakhouse-but honestly? It wasn't outrageously expensive. You get exactly what you pay for:incredible steak, amazing cocktails, and an experience that feels special from start to finish.
Perfect for date night, celebrations, or when you want that city feel right in the suburbs.

11/21/2025

A little peek into our Windy City Influencers photo shoot last night. If you’re in the Chicagoland area and you’re an influencer or creator, come join our Facebook group. We meet quarterly for big group events and monthly for content days, collaboration, support, dinner, drinks — all the things that help women grow together. Community over competition always

11/20/2025

Christmas cheer basket perfect for someone special

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