Shady Lady

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Shady Lady The perfect trucker hat made to fit women. Shady Lady hats make you feel free, fearless and a little

23/10/2026

We had so much fun creating 25 custom shady lady hats for Melinda Long and their midlife reset event happening November 5 on Long Island 🩷

Because midlife isn’t a crisis… It’s a reset! 🔥It’s about stepping into your next chapter, trying new things, and remembering that your best days might still be ahead of you!

And what better way to celebrate that then with a custom hat made just for the occasion!? 🧢

Have a brand event, retreat, girls weekend or company gathering coming up? We can create custom shady lady hats that make it extra special. 🩷

DM us to start creating 🧢🩷

22/10/2026

POV: You turned 40 and realize you’re not starting over you’re finally starting your life 🩷

I spent 17 years in reality TV, became a mom, left the career I thought I was supposed to have and started a hat company with zero fashion experience. 🧢

Was it scary? Absolutely!
Did I wonder if I was too old to start something new? All the time.
Would I do it again? 100%

Now I’m building, Shady Lady 🧢 chasing dreams. I didn’t even know I had and realizing that some of the best things happen when you stop trying to fit into the life you built and start creating the life you actually want.

So if you’re 40, 45, 50 or beyond and wondering if it’s too late…

It’s not too late. You’re not behind. Your next chapter could be your best one yet. 🩷

Consider this your sign to go for it!!

Hi Everyone!I'm speaking at an upcoming event on Oct. 1st about reinventing yourself, starting a new chapter, and findin...
23/09/2026

Hi Everyone!
I'm speaking at an upcoming event on Oct. 1st about reinventing yourself, starting a new chapter, and finding a new path forward in your career and the best part is, all of the proceeds benefit Operation Hope.
I'll be sharing my own story of leaving a 17-year career in reality TV and starting Shady Lady, along with the very real highs, lows, mistakes, and lessons that came with completely changing careers and becoming an entrepreneur.
If you're in a season of change, thinking about a career pivot, or just curious about what it looks like to start something completely new, I'd love to see you there!
And if this isn't your thing but you know someone who is figuring out their next chapter, please feel free to share this with them!

Link for Tickets: https://orhadashct.shulcloud.com/form/sisterhood-sukkot-gathering1-2026.html

13/07/2026

I had the best time today at our Shady Lady photoshoot 🩷🧢 how lucky am I to live in a place with a perfect beach background 🌊 and to have friends who will wake up early on a Monday to support me and this company! 🩷🩷🩷

08/07/2026

When your bestie collects Tik Tok sounds for you to do for your brand 🩷🩷🩷

The Pickle Lady is perfect on the court and off 🧢🩷 grab yours now 🩷
01/07/2026

The Pickle Lady is perfect on the court and off 🧢🩷 grab yours now 🩷

Love seeing Laura Hutchinson and the WTNH News 8 crew out and about in their Shady Lady hats 🧢🩷 It’s especially fun when...
24/06/2026

Love seeing Laura Hutchinson and the WTNH News 8 crew out and about in their Shady Lady hats 🧢🩷 It’s especially fun when they are next to LonnieTheHawk 😂🩷

Our Pony Lady is the perfect Summer hat ☀️🩷 quick dry sweat wicking material, holes on the side to keep you cool and two...
19/06/2026

Our Pony Lady is the perfect Summer hat ☀️🩷 quick dry sweat wicking material, holes on the side to keep you cool and two pony tail options 🧢 great for working out, the beach or just running errands 🩷 grab it now

We are so proud to have WTNH News 8 talent wearing our Shady Lady hats in the field 🩷 we love working with different org...
15/06/2026

We are so proud to have WTNH News 8 talent wearing our Shady Lady hats in the field 🩷 we love working with different organizations, teams, schools, gyms etc to make custom hats 🧢🩷 reach out if you are interested in a collab 🩷

Thank you Supermodels Unlimited Mag for including us in Miami Swim Week!! 🩷 Such a thrill to have Shady Lady represented...
12/06/2026

Thank you Supermodels Unlimited Mag for including us in Miami Swim Week!! 🩷 Such a thrill to have Shady Lady represented with these awesome other brands 🩷

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