That Delaware Podcast

The Rosaio Team

That Delaware Podcast brings you the real stories of the Rosaio Real Estate Team as they discuss life, community, and what makes Northern Delaware special. Tune in to get to know the team on a personal level, as they chat about more than just real estate

  1. Aug 3

    Inside The Sycamore Wine Bar: Old New Castle's Hidden Speakeasy

    Send us Fan Mail Got it — here's the corrected version with "Old New Castle" throughout. Title: Inside The Sycamore Wine Bar: Old New Castle's Hidden Speakeasy Description: This week on That Delaware Podcast, we're on location at The Sycamore Wine Bar in Old New Castle, sitting down with co-owner Tricia to talk wine, community, and what makes this hidden gem so special. Tricia walks us through The Sycamore's unique speakeasy-style setup, tucked two flights down behind brick and stone in a building over 200 years old. We get into how their tap-card pour system works, why their wines are hand-selected from small, family-run vineyards across Portugal, Spain, France, Italy, Israel, Greece, and Turkey, and what it's like meeting Gregory, the highest-level trained sommelier in the state of Delaware. We also talk about Wine Go, their monthly wine-themed bingo night, and why The Sycamore has become a go-to spot for date nights, proposals, and girls' nights out. Beyond the wine, this episode is really about Old New Castle itself. Tricia shares her journey from running a preschool to becoming a serial entrepreneur, what it means to be part of such a tight-knit business community, and why fall is the best time to visit. We also get into local favorites like The Mercury, Jessup's, Azteca, and the Kalmar Nyckel, plus upcoming events at The Sycamore including live music, a touring improv show, and wine education nights. If you love wine, hidden local gems, or hearing the story behind a small business built with heart, this episode is for you. In This Episode How The Sycamore Wine Bar got startedThe speakeasy-style setup and pour-card systemMeeting Gregory, Delaware's top sommelierHow wines are hand-selected from small family vineyardsWine Go, Old New Castle's monthly wine bingo nightWhy The Sycamore has no dress code and no pretensionProposals, engagements, and date nights at The SycamoreTricia's background in early childhood educationThe tight-knit business community of Old New CastleLocal favorites: The Mercury, Jessup's, Azteca, and moreThe Kalmar Nyckel and life on the Delaware RiverUpcoming events, live music, and wine tastingsConnect With The Sycamore Wine Bar Instagram @thesycamorewinebar Connect With That Delaware Podcast Instagram @thatdelawarepodcast Real Estate Team @rosaioteam_realestate Thanks for tuning in to another episode of That Delaware Podcast. We'll see you next time.

  2. Jul 6

    The Heart Behind One of Delaware’s Favorite Local Farms, Ramsey’s Farm

    Send us Fan Mail This week on That Delaware Podcast, we’re sitting down with the one and only Farmer Carl from Ramsey’s Farm. Ramsey’s Farm has been part of Delaware since 1860, and Carl is the sixth generation to farm the same land. In this episode, he shares what it was like growing up on the farm, why he chose to come back, and how Ramsey’s has grown into one of the most loved local spots for families, events, berry picking, fall fun, goat yoga, farm to table dinners, and more. We also talk about the reality of farming, the unpredictable weather, the work that goes into growing local produce, and why the experience of visiting the farm matters just as much as what you take home. If you love Delaware, local farms, farmers markets, fresh strawberries, fall hayrides, or just hearing from people who genuinely love what they do, this is such a good episode. In This Episode • Farmer Carl’s connection to Ramsey’s Farm. • What it means to be the sixth generation farming the same land. • Why Carl chose farm life over a career off the farm. • How Ramsey’s Farm became more than just a farm. • Strawberry picking, blueberries, raspberries, blackberries, pumpkins, and future apple picking. • Why local produce tastes so different from grocery store produce. • The reality of farming through unpredictable Delaware weather. • How the April freeze impacted local farms this year. • Ramsey’s Farm events, including goat yoga, birthday parties, hayrides, bonfires, and fall activities. • The return of Ramsey’s farm to table dinners. • Why Ramsey’s Farm feels like a hidden slice of Delaware right off 202. • The farm stand, local meat, jams, produce, and fresh farm products. Connect With Ramsey’s Farm Instagram @ramseys.farm Connect With That Delaware Podcast Instagram @thatdelawarepodcast Real Estate Team @rosaioteam_realestate Thanks for tuning in to another episode of That Delaware Podcast. We’ll see you next time. Ramseys.farm

  3. Jun 15

    Spring Market, Sports Mom Life & The Reality of Doing It All

    Send us Fan Mail The girls are back together for a catch-up episode, and there’s a lot to talk about. From surviving “May-cember” and navigating kids’ sports schedules to juggling family life during the busiest time of year in real estate, this episode is an honest conversation about what life looks like behind the scenes. They also dive into what they’re seeing in the Delaware real estate market right now, including multiple offers, inspections, seller concessions, buyer expectations, and why every house seems to have its own set of rules this spring. If you’re a parent trying to do it all, a buyer or seller navigating today’s market, or just someone who enjoys real conversations about life in Delaware, this episode is for you. In This Episode • What “May-cember” really feels like for busy parents • The reality of balancing kids’ sports with work and family life • Mom guilt, activities, and making the most of childhood • Why some families are choosing sports while others are choosing different paths • What the spring real estate market looks like right now • Why today’s market feels more unpredictable than previous years • Multiple offers, inspections, and seller concessions explained • The importance of trusting your realtor’s advice • Common mistakes buyers make when writing offers • What agents are dealing with behind the scenes during transactions • Why communication and professionalism matter in real estate Connect With The Rosaio Team Instagram @thatdelawarepodcast Real Estate Team @rosaioteam_realestate Thinking about buying or selling in Delaware? Reach out to The Rosaio Team. We’d love to help. Thanks for tuning in to another episode of That Delaware Podcast. We’ll see you next time.

  4. Jun 1

    Inside Delaware’s Legal World with the Women of Kimmel Carter

    Send us Fan Mail In this episode of That Delaware Podcast, we sit down with the women behind Kimmel Carter’s popular She Squire social media pages to talk about personal injury law, motherhood, Delaware life, and what really happens behind the scenes after an accident. Attorneys Emily Racis, Linda Malkin, Jen Donnelly, and Amanda Dobies share their journeys into law, how they found their home at Kimmel Carter, and why building a supportive workplace culture matters. We also dive into some of the biggest misconceptions people have about insurance, personal injury claims, lawsuits, and what attorneys actually do every day. Along the way, we talk about social media, work-life balance, advocating for yourself, and why Delaware’s legal community is more connected than most people realize. In this episode • How the women of Kimmel Carter found their way into law • What makes Kimmel Carter’s culture different from many law firms • The story behind She Squire and their social media success • Why personal injury law is about helping people through some of the hardest moments of their lives • Common misconceptions about lawsuits and personal injury claims • What Delaware residents should know about their insurance coverage • Why reading what you sign actually matters • The similarities between law and real estate negotiations • Balancing motherhood, careers, and professional growth • The importance of advocating for yourself in life and business If you’ve ever wondered how personal injury law really works, what attorneys wish more people knew, or how four Delaware attorneys built a supportive and successful legal team, this episode is for you. Follow us on Instagram @thatdelawarepodcast @rosaioteam_realestate Follow our guests @she_squire Visit our website https://www.therosaioteam.com 🎧 Also available on Apple Podcasts and Spotify.

  5. May 18

    From Reluctant Start to Black Belt How Elevated Jiu Jitsu Became a Community

    Send us Fan Mail 📄 Podcast + YouTube Description In this episode of That Delaware Podcast, we sit down with Renee from Elevated Jiu Jitsu to talk about building a business, raising a family, and creating a community centered around growth, discipline, and connection. Renee shares how a chance meeting at a Preston and Steve event led to her marriage and eventually the creation of Elevated Jiu Jitsu in Trolley Square. From leaving a teaching career to opening a studio just blocks from home, she walks us through the journey of building something meaningful alongside her husband. We also dive into what makes their studio so different, from character development and leadership training to creating an inclusive environment for kids and adults of all personalities and abilities. Plus, we talk about homeschooling, motherhood, and the reality of balancing it all while staying aligned with your values. In this episode • The unexpected story of how Renee met her husband and found martial arts • Opening Elevated Jiu Jitsu in Trolley Square and growing the business • Why jiu jitsu is about more than physical training • Character development, discipline, and building confidence in kids • Creating an inclusive space for all personalities and learning styles • What it takes to step outside your comfort zone as an adult • Homeschooling and building a life aligned with your values • The difference between traditional and modern approaches to learning and growth • Life in Wilmington and why the Trolley Square community stands out 🎧 Listen in for a conversation about growth, resilience, and building a life and business that truly reflect who you are. Follow us on Instagram @thatdelawarepodcast @rosaioteam_realestate Visit our website https://www.therosaioteam.com 🎧 Also available on Apple Podcasts and Spotify

  6. May 4

    Turning Art Into Business and Raising a Creative Life

    Send us Fan Mail In this episode of That Delaware Podcast, we sit down with Katie from Finley’s Flowers and her son Finley for a conversation about creativity, motherhood, and building a business from the ground up. Katie shares how she went from working in coffee shops and bartending to creating one of the most unique floral brands in the area. Her work blends art and nature, from painting flowers and recreating famous artwork through arrangements to designing experiences like bouquet bars and pop ups. We talk about what it looks like to build a business while raising a child, the reality of time management and boundaries, and how small moments, conversations, and community support can completely change your path. This episode is equal parts inspiring and real, especially for anyone trying to figure out how to turn something they love into something sustainable. In this episode • How Katie got started and the moment that pushed her to start her business • Turning flowers into art and creating one of a kind arrangements • Painting flowers and recreating famous works through floral design • Building a business as a single mom and bringing your child along for the journey • The importance of creativity in childhood and everyday life • Bouquet bars, pop ups, and creating interactive experiences for events • Why you do not need money to support other local businesses • The reality of time management, boundaries, and growing a business • Learning to ask for help and let go of control • Expanding into growing flowers and what is next for Finley’s Flowers 🎧 Listen in for a conversation about creativity, community, and building something meaningful while figuring it out as you go. Follow Katie @finleys_flowers Follow us on Instagram @thatdelawarepodcast @rosaioteam_realestate Visit our website https://www.therosaioteam.com 🎧 Also available on Apple Podcasts and Spotify!

  7. Apr 20

    How Lydia Joy Turned Photography Into Connection

    Send us Fan Mail In this episode of That Delaware Podcast, we sit down with Lydia of Lydia Joy Photography to talk about weddings, branding, storytelling, and what it really takes to build a creative business while balancing motherhood and life. Lydia shares how she went from wanting to start a cake business at 14 to photographing her first wedding for $400 and discovering her passion for capturing people and their stories. Today, nearly 13 years later, she has built a photography business known for emotional storytelling and authentic connection with clients. We dive into the world of wedding photography, the rise of branding photography for entrepreneurs, and why showing up as your authentic self online matters more than ever. Lydia also opens up about the emotional side of the work, balancing business with motherhood, and the mindset shifts that helped her grow. In this episode • How Lydia got started in photography and shot her first wedding • Why wedding photography is about storytelling, not just photos • The connection between weddings and branding photography • Why branding photos are more than just headshots • How to use branding photos in your business and marketing • The importance of showing your personality on social media • Why authenticity attracts the right clients • Balancing entrepreneurship, motherhood, and real life • Setting boundaries and expectations with clients • Advice for women starting a creative business 🎧 Listen in if you are a business owner, creative, or someone looking for inspiration to show up authentically and build a brand that truly reflects who you are. Follow Lydia:  @lydiajoyphotography Follow us on Instagram: @thatdelawarepodcast @rosaioteam_realestate Visit our website https://www.therosaioteam.com 🎧 Also available on Apple Podcasts and Spotify

  8. Apr 6

    The Mercury Tea House - How Dwayne Foster Built Old New Castle’s Third Space

    Send us Fan Mail In this episode of That Delaware Podcast, we sit down with one of Amber’s favorite people, Dwayne Foster, the owner of The Mercury Tea House and Cafe in Old New Castle. If you have ever walked into The Mercury and instantly felt like you belonged there, this conversation explains why. Dwayne shares the full story of how he and his husband went from Portland, Oregon to Old New Castle, spotted a building for sale, and took a leap that turned into one of Delaware’s most loved local spots. We talk about what it takes to open a business during COVID, how The Mercury became a true third space for the community, and why the vibe feels so personal the moment you walk through the door. We also get into everything Dwayne has built beyond the cafe, including the new event space, the Old Town Hall theater, local movie nights, comedy shows, and the unique way Old New Castle is quietly evolving into a place people fall in love with. In this episode • How Dwayne and Aaron discovered Old New Castle and found the Mercury building • The leap from Portland to Delaware and opening during the uncertainty of COVID • Why The Mercury started as a bar dream and evolved into a cafe and restaurant • Creating a true third space where people feel happy, safe, and connected • The Mercury vibe, the community feeling, and why it feels like Cheers • Expanding into a new event space with a commercial kitchen and patio access • Karaoke nights, local partnerships, and the creative energy of Old New Castle • The Mercury B and Bs including the one bedroom stay and the waterfront house • Old Town Hall and the theater space with comedy, music, and live events • Movie nights, horror nights, and how to keep up with what is happening there • Flower workshops, lunch pairings, and the value of built in community experiences • Pop up chef dinners, wine pairings, and how ticketed events work • What it is like living above the Mercury and running a business with your partner • Dwayne’s favorite menu picks including the Brew Burger and the Lala Follow us on Instagram @thatdelawarepodcast @rosaioteam_realestate Visit our website https://www.therosaioteam.com/ 🎧 Also available on Apple Podcasts and Spotify!

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Ratings & Reviews

5
out of 5
2 Ratings

About

That Delaware Podcast brings you the real stories of the Rosaio Real Estate Team as they discuss life, community, and what makes Northern Delaware special. Tune in to get to know the team on a personal level, as they chat about more than just real estate

Information

  • Creator
    The Rosaio Team
  • Years Active
    2024 - 2026
  • Episodes
    44
  • Rating
    Explicit
  • Copyright
    © 2026 That Delaware Podcast
  • Show Website
    That Delaware Podcast

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