Patricia Mae Olson
Preppy Podcast
The Preppy Podcast features interviews every Tuesday with the brands, businesses and influencers who are keeping the modern preppy lifestyle alive.
Author
Patricia Mae Olson
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
Chassity Evans 07.07.2026 45:18
Chassity Evans is a content creator sharing finds in fashion, home decor, beauty, and wellness. She’s a romance author with her debut beach romcom novel, Pink Sand Summer, set in Harbour Island, The Bahamas, where she owns a home called Coral House. Discover more at https://chassityevans.com/ Support the show
Lippa 30.06.2026 37:11
Beeswax lip balm is designed to heal dry, cracked lips while providing deep, lasting moisture so your lips stay healthy, not just temporarily relieved. Shop at https://lippaskincare.com/ Support the show
York Design Co 23.06.2026 37:21
Modern heirloom needlepoint Hand-stitched cuffs, keychains, accessories with small batch drops in support of pediatric cancer research. Shop at https://www.yorkdesignco.com Support the show
Elisamama 16.06.2026 43:21
Elisamama is a vibrant, women-led apparel brand known for joyful, easy-to-wear clothing featuring joyful colors and traditional African Ankara prints. Founded by Fisayo Che, all pieces are handmade by local artisans in Nigeria to support economic empowerment, and focus on functional, stylish silhouettes. Shop at https://elisamama.com/ Support the show
The House of Makeup 09.06.2026 33:47
Crissy Rose McWeeney is the founder of The House of Makeup , a luxury on-location hair and makeup team known for creating elevated beauty experiences for brides, events, and celebrity clientele. In addition to her beauty services, Crissy developed a clean beauty line carried in luxury boutiques nationwide, as well as on Amazon and through The House of Makeup’s online store. A true serial entrepren...
George Cookware 02.06.2026 37:09
Lindi and Anna are the NYC-based sisters behind George Cookware, a brand rooted in decades of steelmaking expertise and a shared love of cooking and hosting. Named after their grandfather George, they set out to create thoughtfully designed kitchen pieces, starting with a baking steel that brings the effect of a wood-fired pizza oven into your home. Today, George Cookware is all about helping peop...
Kait & Crowne 26.05.2026 46:24
A women's clothing brand where classic British lifestyle meets feminine Charleston elegance. Slow fashion prioritizing natural fibers and ethical sourcing. Learn more at https://www.kaitandcrowne.com/ Support the show
Midspring Sport 19.05.2026 50:17
Shannon Arniel and Meredith Carmody are the co-founders of Midspring, a preppy women’s golf and activewear brand designed to bridge the gap between performance and feminine style. Best friends since childhood, Shannon and Meredith grew up playing golf together in Connecticut, where their shared love for the game—and frustration with the lack of stylish, flattering women’s golf apparel—sparked the...
Sj Bailey Co. 12.05.2026 45:24
SJ Bailey is an Atlanta-based tastemaker and the founder and designer of SJ Bailey Co., a jewelry brand known for its lightweight, heirloom-inspired earrings. With a background in brand marketing and event planning, she has grown SJ Bailey Co. into a beloved name for brides and special occasions. Through SJ Bailey Curated, she also shares her love of collected interiors, antiques, entertaining, an...
Fete & Vignette 05.05.2026 46:20
Fête & Vignette was created to be Birmingham's go-to source for tabletop event rentals, styling, florals, and decorative accents designed to elevate everyday and occasions. We offer curated rentals to make your events unforgettable and hosting more effortless. Founded by Dorothy Branch, a former photo stylist for a magazine production company, Fête & Vignette was born out of Dorothy’...
The Burgess Collection 28.04.2026 37:54
Founded by Cathy Burgess, The Burgess Collection was born from a desire to redefine modern Luxury for women. Inspired By her love for Newport; a beautiful seaside city in Rhode Island. Born and raised in Rhode Island, Cathy studied fashion and retail in Boston. She started her career as a fashion sales rep for high end women's clothing. Cathy realized her potential to create her own brand a...
Finding Silver Pennies 21.04.2026 40:29
Danielle is a self trained watercolor artist and designer. She lives in Scituate, MA on Boston’s South Shore with her husband, two sons, and rescue dog. She found her creativity when starting her blog, Finding Silver Pennies, which has grown into a lifestyle brand and shop. Her work is inspired by the nature in her coastal town. Her work has been featured on WCVB’s Made in Mass and in What Women C...
Kelly Hughes Designs 14.04.2026 36:22
Kelly Hughes Designs is a stationery and gift company with a mission to spark happiness through our whimsical and delightful designs! All of our artwork is hand-illustrated by Kelly. She pays attention to the smallest details in products, with a focus on delivering high quality merchandise that brings joy to everyday life. Shop at https://kellyhughes.com/ Support the show
Kahora Palm Beach 07.04.2026 42:28
KAHORA has a distinct style that combines sophistication and femininity with a fun aesthetic. In 2021, KAHORA began with one silhouette-The La Guerite- and has naturally grown into a capsule collection of timeless dresses. KAHORA inspires all women to embrace their individuality with confidence. Their artisans pay meticulous attention to the finer aspects of construction, ensuring that every piece...
Shore Bags 31.03.2026 46:24
Made from sustainable raw materials in our family factory, ShoreBags's mission is to help reduce the amount of single-use plastic in the environment and empower local communities. We believe in ethical and fair manufacturing practices, transparent supply chains and creating bags that reflect the best in functionality and eco-fashion. Shop at https://shorebags.com/ and use code "FRIENDS30...
Flaire Lighting 24.03.2026 43:49
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...
Timeless Grace 17.03.2026 45:00
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 sho...
Dana Small 10.03.2026 39:08
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, l...
The Cookie Countess, Royal Mahjong Society and Crown & Coastal 03.03.2026 1:00:10
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....
Up Down Sports 24.02.2026 34:58
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 cou...
Cowtown Clay 17.02.2026 38:52
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...
Timo & Violet 10.02.2026 47:30
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
Tipsy Threads 03.02.2026 45:06
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, Georg...
Jennifer Scott 27.01.2026 41:31
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...
Blue Canary Canvas 20.01.2026 53:44
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...
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