
Hosted by Patricia Mae Olson · EN
The Preppy Podcast features interviews every Tuesday with the brands, businesses and influencers who are keeping the modern preppy lifestyle alive.

Flaire Lighting is a luxury brand redefining the world of portable, battery operated lighting. The story began with our founders, husband and wife team Andrew and Claire, who saw an opportunity while searching for a battery-powered lamp for their charming 1920s home, which had limited outlets. Frustrated by the lack of unique, functional options, Claire immediately began sketching ideas for a new design. Her vision was simple: add a little FLAIR to every space, while creating the most durable and high quality lamp on the market at a price point one could justify for the quality. With experience as an interior designer in the hospitality industry, Claire has a deep understanding of the need for lighting that was both beautiful and practical. Having designed lighting for luxury hotels and restaurants, she knew that her lamp had to stand out by being stylish, functional, and exceptional. Moving away from the frustrating touchpad technology found in most battery lamps, she introduced the signature acrylic knob, combining on/off and dimming functionality in one elegant, intuitive design. After months of development and refinement, they proudly launched their first style: THE ELIZA. Shop at https://flairelighting.com/Support the show

Timeless Grace Lifestyle Wear is a woman-owned small business based in St. Louis, Missouri, dedicated to helping women thrive in the many dimensions of modern life. We create luxurious yet functional garments that offer full coverage, comfort, and confidence—designed to support today’s woman in every role she embraces. Use code preppy20 for 20% off at https://timelessgracewear.com/Support the show

Dana Small is a South Florida based interior designer and the founder of Dana Small Designs, a full service firm specializing in residential projects of all sizes, from a single room refresh to full renovations and new builds.Known for her thoughtful approach to space and style, Dana creates interiors that blend timeless tradition in with coastal charm. Her work feels elevated yet approachable, layered with color, texture, and personality. She often incorporates antique rattan, wicker, and bold hues to infuse warmth and character into every room.With projects across the country and the Caribbean, Dana’s design perspective is shaped by travel, lifestyle, and a deep understanding of how people live in their homes. Her strong sense of space planning and keen eye for detail consistently result in inviting, livable interiors. Dana’s work has been featured in Coastal Living, Southern Living, Better Homes & Gardens, House Beautiful, HGTV, and more.Learn more at https://danasmalldesigns.com/ Support the show

For over 13 years, Hilary Ramos built a company called The Cookie Countess into one of the most trusted and beloved brands in baking and the cookie-decorating world. Yup — it’s a thing. 😉 It’s a world where creativity, community, and craftsmanship come together.After years of designing products that inspire joyful baking, she found herself falling in love with another kind of artistry: mahjong.And in the same way The Cookie Countess began — as a hobby (or, some might say, an obsession) — mahjong quickly became my new creative outlet. She was captivated by the history of the game, the sense of community it builds, and the way every tile set and tablescape tells a story about its owner.She searched for a set that felt like me — one that captured where I pictured playing the game: on our boat, surrounded by the ocean waters of Rhode Island. When sheI couldn’t find exactly what I was dreaming of, she started designing my own. First in her daydreams, and then in reality.The Newport Tile Set was where it all began. It celebrates everything she loves about summers on the East Coast — nautical stripes, lobsters, lighthouses, and hydrangeas, to name just a few icons of that world. From there while searching for the perfect mahjong bag she created Crown & Coastal, a handbag line. The Royal Mahjong Society and Crown & Coastal were born from that same passion for design and detail that shaped The Cookie Countess — reimagining a classic game through modern themes, thoughtful storytelling, and beautiful craftsmanship.Support the show

Tennis is much more than a sport to this dedicated and engaged mother of four who lives in New York City. Her Friday tennis group, made up of close friends she’s known for over ten years, provided the spark and encouragement to create Up Down Sport. Week after week, they would show up with their tennis rackets in hand while juggling the day’s essentials. No one could find a bag they loved that could house their racket and all of the other things their active lives required. With an eye for design and detail, coupled with her ever-present desire to solve, Ashley set out to create something versatile— and beautiful— for her friends. Like all things in Ashley’s life, Up Down Sport is anchored in her strong connection to family. The name itself, as well as the designs in her collection, are all inspired by the people she loves. When driving and listening to music with her daughter, singing a line from their favorite country song, Lily instantly lit up. Most tennis matches begin with a spin of the racket, choosing up or down to decide who will serve first. Up Down—that’s it! The name had meaning and the brand was born.Shop at https://updownsport.net/Support the show

Cowtown Clay helps preserve your memories by creating professional impressions of your children’s hands and feet that will last a lifetime. They know too well that children grow up way too fast, and we find ourselves wanting to bottle up every stage- from newborn to preschool and beyond. Their own littles are the inspiration behind their craft- and while they can't slow the clock, they have found this wonderful way to remember their innocence for years to come. No two impressions are the exact same- every one is as unique and special as your child (or pet!). Learn more at https://cowtownclay.com/Support the show

Timo & Violet is devoted to creating timeless, enchanting products that honor nature, spark wonder, and are inspired by the world around us—proving that softness, beautiful prints, and sustainability can live beautifully together.Every order plants a tree, laying down roots for tomorrow.Learn more at https://timoandviolet.com Support the show

My name is Austin Gleason, but most people know me as AG (that’s a story for another time). I’m the owner and designer of Tipsy Threads, a brand born from creativity, change, and a leap of faith.I graduated from The University of Alabama in 2020, and like many graduates at the time, my path was anything but traditional. I went from waiting tables in Tuscaloosa to selling clothing in Athens, Georgia from August 2020 to May 2022. Eventually, I moved to Fairhope, Alabama to help open that company’s fourth store—where I unexpectedly fell in love with fashion and the creative process behind it.While I loved the industry, I reached a point where I wasn’t happy with my life or where I was headed. Everything changed after buying a hat in Turks & Caicos and realizing I could make something better—something more me. That spark turned into Tipsy Threads.I moved back home to my parents’ second house on Lake Martin, sewing hats on the couch and selling just a few at a time. What started as a creative outlet quickly turned into a brand, and that passion project has grown into what Tipsy Threads is today.I’m excited to keep sharing this journey and creating pieces that are fun, thoughtful, and made with intention.Support the show

Jennifer L. Scott is the New York Times bestselling author of Lessons from Madame Chic, At Home with Madame Chic and Polish Your Poise with Madame Chic, Mademoiselle Chic, and Connoisseur Kids. She is also the creator of the YouTube channel, The Daily Connoisseur, where she explores the fine art of living. Jennifer has been featured on CNN, BBC, CBS News, and in The New York Times, The Wall Street Journal, The Epoch Times, Vanity Fair, USA Today, Newsweek, and The Daily Mail. She and her family live in Southern California and the English countryside. Her latest book, The Daily Connoisseur’s Guide to Living Well at Home is out now.Learn more at www.jenniferlscott.comSupport the show

Blue Canary Canvas is a needlepoint product and canvas design company, focused on innovating stitchable products for needlepointers, carrying exclusive canvases, and offering unique accessories. Home of theNDLPThat™ and theNDLPTbag™, Blue Canary offers a stitcher the ability to start a needlepoint project with a beautiful end product, and let the stitching make it one of a kind. What started as a brand new account on Instagram in October 2023 with zero social media presence, became in two years a headquarters for stitchable products and innovative self finishing ideas with 16,000 followers and over a million views. A self-described impatient needlepointer, owner and designer Sheila Salvitti couldn’t understand why people were willing to wait 6, 9, even 12 months for a project to come back from a finisher, so she created her own finished products, but made them stitchable and easily accessible for stitchers of all levels.Support the show