Preppy Podcast

Patricia Mae Olson
  • 4.7 (124)
  • FASHION & BEAUTY
  • UPDATED BIWEEKLY

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

  1. 5D AGO

    Liv Ro

    Lindsay Cunningham is a wife, mom to 2 girls and Founder/Designer of LIVRO & Olivia by LIVRO as well as the Owner/Buyer of Monkee's of Mount Pleasant. When the world stopped in 2020, founder and designer, Lindsay Cunningham, went on the hunt for high-quality everyday dresses at a low price point that she could feel comfortable and confident in. When she couldn’t find it, she designed it. LIVRO, named after Lindsay’s 2 daughters, Olivia (“Liv”) and Rosie (“Ro”), was born. LIVRO started with the Classic Shirt Dress and the Classic Kurta in hand block printed cotton. It has since grown into a lifestyle brand with custom designed prints and a variety of weighted cottons, using various methods of printing. LIVRO is manufactured at the highest quality facility in Jaipur, India. Use code “podcast” at shoplivro.com and oliviabylivro.com  for 20% off.  Support the show

    45 min

  2. 12/30/2025

    Southern Decorative

    Molly Bishop is the founder of Southern Decorative, a needlepoint gift brand she launched in 2023 in Dallas, TX. Her needlepoint pillows, keychains, and accessories celebrate Southern charm with a modern, playful twist earning her a spot on the Today Show’s coveted “Top Gifts” list. From cozy holiday décor to everyday statement pieces, Molly’s designs bring timeless craftsmanship into homes across the country, blending tradition, style, and storytelling in every stitch.  Support the show

    34 min

  3. 12/23/2025

    Leslie Lehr

    As the founder of Leslie Lehr Living, Leslie is an expert in Lifestyle, Decor, Organizing, and Entertaining, dedicated to inspiring effortless and beautiful living. Her passion lies in curating timeless style and providing elegant yet practical solutions that bring joy, function, and personality to every home. At Leslie Lehr Living, you'll discover thoughtful tips, stylish decor ideas, and effortless entertaining strategies. Leslie is a firm believer in the power of collaboration and loves partnering with brands, publications, and digital platforms to share fresh inspiration with a wider audience. A deep love for inspiring the community and a profound appreciation for their support fuels Leslie Lehr Living. It is this unwavering support that drives the creation of content, offering solutions for effortless style at home, work, and play.  Get inspired today and follow along! Support the show

    56 min

  4. 12/16/2025

    Bash Orlando

    As a seventh-generation Texan, Laura makes no apologies for her “go big or go home" attitude on parties. What started as a hobby and a passion has evolved over the last two decades into a lifestyle and professional pursuit.  Laura is a certified event planner, earning her certification from the prestigious Emory University in Atlanta, Georgia, after completing her undergraduate degree at Vanderbilt University. Laura believes in making the details special. She will work for you and with you, getting you excited about a BASH! Learn more at https://bashorlando.com/ Support the show

    34 min

  5. 12/09/2025

    Hill Country Bon Vivant

    After more than 35 years in the catering world, JeriLynne Clifford launched The Hill Country Bon Vivant in 2022 — a lifestyle brand dedicated to the art of hospitality. As a tastemaker, hospitality expert, and storyteller, JeriLynne shares recipes, wine pairings, and entertaining inspiration that celebrate seasonal ingredients and the joy of gathering. Through her blog and social channels, she encourages others to slow down, shop locally, and savor meaningful meals made with intention.  JeriLynne is also the author of The Vineyard Table: Cooking, Wine and Stories of Hospitality, a cookbook born from her collaborations with Texas winemakers. Each chapter weaves together recipes, wine pairings, and heartfelt stories that reflect her belief that true hospitality is about connection — not perfection. Learn more at https://hillcountrybonvivant.com/ Support the show

    56 min

  6. 12/02/2025

    Furbish

    Called “the best home decor shop on the internet” and “a mecca for trend-setters”, Furbish Studio is carefully curated by style-maven Jamie Meares, the quirky voice behind lifestyle blog, I Suwannee. With inventory reflecting a penchant for daring colors, splashy patterns, and quirky pieces that provoke conversation, Furbish Studio is the premier retailer of coveted accessories and one-of-a-kind treasures for the home that inspire design-lovers to dare to mix with easy-going flair. Today, Furbish continues to grow according to its mission statement that 'a little too much is just enough' – With travel around the globe always on the calendar, a continuing commitment to develop exclusive product as well as source one-of-a-kind pieces from artisans worldwide, and more collaborations with inspiring partners. Shop at https://furbishstudio.com/ Support the show

    50 min

  7. 11/25/2025

    Erin Isakov

    Erin Isakov  is the co-founder of global ski and outdoor apparel brand Erin Snow, which she began with her husband in 2003. Erin grew up an avid skier and snowboarder (her father was a ski patroller at Mammoth Mountain, California) and now calls Southern California home, regularly making trips to Utah to hit the slopes with her husband and children. Erin is the author of Après Ski, a celebration of the skiing lifestyle on and off the slopes, in a gorgeous must-have package—including dazzling stained edges! Shop at https://www.amazon.com/gp/product/1648293948?tag=hacboogrosit-20 Support the show

    44 min

  8. 11/18/2025

    Brisara

    Natasha, the visionary behind Brisara, is a fashion school graduate with over 20 years of experience in the South Asian fashion industry. She began her career designing intricate, hand-embroidered pieces using traditional textiles, building a reputation for her craftsmanship and attention to detail. Over time, her love for painting tropical, vibrant scenes inspired her to create Brisara, a brand that combines her artistic passion with her design expertise. Natasha’s work reflects her belief in celebrating color, creativity, and timeless elegance. Shop at https://brisara.com/.  Support the show

    33 min
See All (289)

4.7
out of 5
124 Ratings

About

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

Information

  • Creator
    Patricia Mae Olson
  • Years Active
    2020 - 2026
  • Episodes
    289
  • Rating
    Clean
  • Copyright
    © 2026 Preppy Podcast
  • Show Website
    Preppy Podcast

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