Sophie Schumacher has been wearing Jack Rogers since before she could drive. This fall, we sent her five styles and asked her to wear them, style them, and tell us everything. We're sure you'll see her all over Instagram this Fall and here is what she said.

The Maddy Pump

The Maddy Pump is a velvet kitten heel pump, and the Leopard print is the reason to reach for it first. Bold in photos, surprisingly wearable in real life.

"I love how leopard adds just the right amount of personality and pizazz to a classic camel coat and denim look. It makes an otherwise simple outfit feel instantly more fun."

Sophie's styling take: Camel coat, dark denim, and the Maddy Pump in Leopard. The print does the work so the rest stays simple.

The Charleston Stretch Boot

The Charleston Stretch Boot has a stretchy nappa leather upper with a kitten heel, built for when fall finally arrives. Sophie has hers in Brown.

"A brown boot is one of my favorite fall staples. Every year I am searching for a new pair to obsess over, and the Charleston Boot's pointed toe and kitten heel are exactly what I found. They make a feminine floral dress feel a little more effortless and grounded. I also love a good mix of pretty and practical, especially for fall."

Sophie's styling take: A midi floral dress, denim jacket, and the Charleston Stretch Boot in Brown. The kitten heel lifts the look without losing the effortless feel.

The Original Jacks Sandal

The Original Jacks Sandal is the style Sophie has been wearing the longest. This season she has them in Hot Fudge Multi, a deep, earthy tone she says proves why people call Jacks their forever shoe.

"I live in these year after year. They are a classic for any outfit and so, so comfortable. For fall, I love them with a pair of jeans and a cozy sweater, a flowy maxi dress with a jean jacket, or a denim-on-denim moment. I will wear them with literally anything, for any occasion, and I am obsessed with this Hot Fudge Multi combo. The colors are so rich and beautiful."

Sophie's styling take: Linen trousers, a white top, and the Original Jacks in Hot Fudge Multi. Her farmers market, porch dinner, and last-day-of-summer shoe, all in one.

The Bradley Bow Loafer

The Bradley Bow Loafer is a patent leather loafer with a ribbon bow detail that makes a simple outfit look intentional. Sophie has hers in Black.

"The patent finish and little bow turn a classic loafer into a more special moment. I love that these make a cozy oversized knit and plaid skirt feel polished without trying too hard."

Sophie's styling take: Plaid mini skirt, sheer tights, oversized knit, and the Bradley Bow Loafer in Black. Works just as well with straight-leg jeans on a casual day.

The Jolie Slip-On Sneaker

The Jolie Slip-On Sneaker is the cozy entry in Sophie's fall edit, a suede sneaker bootie for the days when comfort leads. She has hers in Cafe Au Lait, a caramel-toned suede she says is the most fall color she owns right now.

"This is an ideal fall shoe. Comfortable enough for an entire day of running around, but still cute enough that I feel pulled together. Cozy without looking like I gave up."

Sophie's styling take: Wide-leg cords, a striped long-sleeve, and the Jolie in Cafe Au Lait. Her Ohio weekend uniform from October through Thanksgiving.

What Fall Means to Sophie

"Fall is my favorite excuse to romanticize life. Give me crisp air, cozy sweaters, banana bread baking, an apple orchard or a pumpkin farm, and I am happy. It is the season that gives you a big hug, where everything feels a little cozier and so nostalgic."

Shop Sophie's full edit in the Fall Edit collection

— Vanessa Reyes