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Preppy Podcast

Preppy Podcast

Hosted by Patricia Mae Olson

BusinessArtsInterviews guests

Episodes

311

Latest episode

Jun 2026

Language

EN-US

About the show

The Preppy Podcast features interviews every Tuesday with the brands, businesses and influencers who are keeping the modern preppy lifestyle alive.

Listen to episodes

60 recent
June 16, 202643 min

Elisamama

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

June 9, 202633 min

The House of Makeup

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 entrepreneur, Crissy has expanded her brand beyond beauty into real estate investing, owning sought-after short-term rental properties in both Charleston and the The Hamptons, including @LittleBohoBeachHouse and @SouthamptonHouseNewYork with more on the horizon.Before launching her businesses, Crissy built a foundation in both finance and fashion, producing shows during Mercedes-Benz Fashion Week. A lifelong creative with an entrepreneurial spirit, she grew up in the salon industry and developed an early passion for beauty, branding, and hospitality.Outside of business, Crissy is an avid world traveler who has explored 55 countries and studied Mandarin in college, experiences that continue to shape her global perspective, aesthetic, and approach to luxury experiences.Support the show

June 2, 202637 min

George Cookware

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 people create memorable moments in the kitchen and around the table. Shop at https://www.georgecookware.com/. Support the show

May 26, 202646 min

Kait & Crowne

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

May 19, 202650 min

Midspring Sport

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 idea for their brand decades later. Their journey spans friendship through school, careers, marriage, and motherhood, all while staying connected through golf.Shannon brings deep fashion industry experience, having worked with brands and retailers including Barneys New York, Kate Spade, Evereve and Brandon Maxwell. Meredith contributes a strong background in retail and a lifelong connection to golf as both a family tradition and business networking tool.Inspired by the season when golf returns and confidence blooms, Midspring was created to help women feel stylish and empowered from the course to everyday life. Support the show

May 12, 202645 min

Sj Bailey Co.

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, and thoughtful everyday living. Shop at https://sjbaileyco.com/ Support the show

May 5, 202646 min

Fete & Vignette

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’s love for creating stunning tablescapes, floral arrangements, and designing spaces that tell a story. Dorothy’s background in styling for editorial shoots, where she crafted beautiful settings for various themes and events, has equipped her with an eye for detail and a passion for bringing beauty into every setting.Fête & Vignette is here to help you curate your perfect event or styled space. Whether you're hosting a special celebration or simply wanting to refresh your home, Dorothy’s vision of bringing beauty and joy through every table setting and floral arrangement is at the heart of everything we do. As we've grown, we've expanded the mission of effortless entertaining through the creation of a purchasable collection of tablecloths and accessories loved especially for mahjong hosting!Enjoy 10% off their purchasable inventory with code FVPREPPY at https://feteandvignette.com/collections/purchaseSupport the show

April 28, 202637 min

The Burgess Collection

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 and began designing and curating a line that she loved and felt was missing in the industry. Today, The Burgess Collection can be found in stores across the country making women feel their best. Shop at https://www.theburgesscollection.com/Support the show

April 21, 202640 min

Finding Silver Pennies

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 Create, South Shore Home Life, and Style, Boston Globe Magazine and more.  It’s her goal to help everyone find their inner creativity. Use code PreppyPodcast for 10% off at https://www.findingsilverpennies.com/ Support the show

April 14, 202636 min

Kelly Hughes Designs

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

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