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Lindsay Letters Christmas print
Photography by Laura Kackley

Text by Katie Wood

Wisconsin-based calligrapher Lindsay Sherbondy has been dreaming up creative works for as long as she can remember. From branding her last name to the back of homemade Christmas cards as a child to hand-lettering school and church certificates, Lindsay has always found ways to pen her creative expressions. She took the skills she learned as a child and pursued those talents in college.

Photography by Laura Kackley

“It was then that I fell deeply in love with typography and fonts of all kinds,” Lindsay says, noting that whenever she couldn’t find the right font for something she was designing, she would simply handwrite it and scan it in. “That idea was revolutionary at the time!” Over the years, her love and applications for lettering have morphed from invitation design and branding to now creating art for her online shop, Lindsay Letters.

Lindsay from The Art Bar

What started as a blog-based side hustle while she worked her “real” design job soon blossomed into a full-fledged career. Her fresh spin on traditional type results in an “effortless yet intentional” style that is one of her greatest strengths as an artist. “I love getting to make art that speaks to people’s hearts,” she says. “I totally believe that what you hang on your walls—what surrounds you in your daily life—can be a real game-changer.”

Drawing inspiration from unlikely places—like a stroll through an antiques mall or a cup of coffee at a pretty café—she’s able to translate abstract ideas into tangible works using acrylic paints, paper, markers, and of course, her iPad Pro. “If I can make a piece of art that brings inspiration, calm, joy, good memories, or peace to someone—that is a job well done,” Lindsay says.

Photography by Laura Kackley
Photography by Laura Kackley

Offering scores of designs, Lindsay shares seasonal treats for the home featuring charming phrases and darling designs in a myriad of mediums from gift tags and note cards to customizable canvases. For more on Lindsay Letters, visit

For more festive inspiration, shop the Christmas issue below!

Christmas Cottage 2017