Tailor-Made by Tessa

Tailor-made in every way. With each piece, I aim to create unique, customizable footwear that blends artistry with personal expression. Each pair is carefully hand-painted to reflect your style, making every design a one-of-a-kind piece.

Elevate your footwear with art tailor-made for you.

The Tailor-Made Difference

No screen printing. All of my work is hand-painted and made to last for years to come.
No request is too hard to tackle. From the tiniest team logo on a baby shoe to cheetah print all over a shoe… Every request is handled with the utmost care and attention to detail.
Throughout the process, you’ll get to talk directly with me - the designer/painter. Rather than just filling out a form and hoping for the best, I’ll make sure you stay updated with the process, what the design looks like, and how I would adjust. This is your piece of art and I want to make sure you love it!

About Me

My name is Tessa Hollander, and I am the proud owner of Tailor-Made by Tessa. I’ve been painting for at least a decade now and hope never to stop. My favorite part is connecting with clients and gaining that slight glimpse into their lives through the design chosen.

"The best gift I got for going to college! I wear these every day."
"I gave her six different teams I wanted to feature on my slides and she represented every one perfectly!"
"We ordered these when we found out when we were pregnant with our rainbow baby. I can't wait for the first photo in these!"
"I hired Tessa for our NYFW event and she knocked it out of the park. Everyone was excited to get something custom."