Episode 25: Raising the Roof: Building Community, Trust & a Lasting Legacy with Sasha Wilde

Episode 25: Raising the Roof: Building Community, Trust & a Lasting Legacy with Sasha Wilde

In Episode 25 of Real People, Real Estate, Lindsay sits down with Sasha Wilde, owner of Sexton Roofing & Siding, to talk about taking a leap into business ownership, finding home in Western Massachusetts, and building a company rooted in relationships and community.  After purchasing Sexton Roofing & Siding with her husband Tim in 2023, Sasha shares the honest side of entrepreneurship — from the challenges of their first year to building a team, finding support, and creating a business they hope will serve the community for generations. Sasha also shares valuable advice every homeowner should know, including how to extend the life of your roof, what buyers should look for during the home search process, and why maintaining your home is about protecting one of your biggest investments. This conversation is about more than roofs — it’s about taking chances, building connections, and creating something that lasts.

Episode 24: Coming Home: Community, Connection & Finding Your Place with Heather Ferrari

In this episode of Real People, Real Estate, Lindsay sits down with Heather Ferrari of William Raveis Real Estate for a conversation about community, connection, and the unexpected paths that lead us home.Born in Northampton and raised in South  Amherst, Heather’s deep Pioneer Valley roots started long before real estate. From growing up around her family’s beloved Amherst restaurant, Nancy Jane’s, to earning her Theater degree from UMass Amherst, Heather built a foundation centered around people, storytelling, and relationships.Her journey took her from Western Mass to New York City, where she spent over a decade pursuing acting and working in the wine and spirits industry, before eventually discovering a passion for real estate after her own homebuying experience. Heather shares how her background in hospitality, sales, and performing shaped the Realtor she is today — helping her listen, advocate, negotiate, and guide clients through some of life’s biggest transitions.  Lindsay and Heather also dive into: 🏡 What makes the Amherst and Pioneer Valley markets unique 🔑 Advice for buyers navigating today’s competitive market 🤝 Why collaboration matters in real estate ❤️ The emotional side of buying and selling a home 📍 Heather’s favorite Amherst spots and hidden gems Whether you’re buying your first home, making a big life change, or simply love learning about the people who make Western Mass special — this episode is all about finding your place and the relationships that help get you there.

Episode 23: Homeownership, Financial Wellness & Creating a Plan That Fits Your Life with Jen Ewers

In Episode 23 of Real People, Real Estate, Lindsay sits down with Jen Ewers of Edward Jones for a conversation about financial wellness, community connection, and why it’s never too late to move forward with confidence. With more than 20 years of experience helping individuals and families navigate major life decisions, Jen shares a refreshingly approachable perspective on financial planning and reminds us that it’s not just about money—it’s about goals, relationships, and creating a life that feels meaningful and secure. The conversation explores the real questions people often hesitate to ask: Who actually needs a financial advisor? What should someone do before buying a home? How do budgeting, investing, and long-term planning fit together? Jen also shares insight into socially responsible investing, the importance of having the right team around you during major life transitions, and how community involvement has shaped both her career and her outlook on life.What stands out most is Jen’s ability to make financial conversations feel hopeful instead of intimidating. Her perspective on focusing less on past financial regrets and more on the opportunities ahead offers an encouraging reminder that it’s never too late to take the next step toward your goals. Whether you’re buying your first home, planning for retirement, navigating a major transition, or simply trying to feel more confident about your future, this episode offers practical advice, encouragement, and a meaningful reminder that progress starts wherever you are today. Real stories. Real people. Real estate. Right here in Western Mass.

Episode 22: Tiny Homes, Community & Finding Your Way Back with Aimee Fraulo

In Episode 22 of Real People Real Estate, Lindsay sits down with Aimee Fraulo, a science researcher and outdoor educator who recently returned to Massachusetts after spending 14 years in North Carolina. While trying to relocate back to New England and stay close to family and friends, Aimee took an unconventional path — purchasing a tiny house on wheels while searching for a permanent home in Western Massachusetts. What seemed like a simple solution quickly turned into a crash course in zoning laws, local regulations, housing culture, and the hidden realities of tiny house living. Along the way, Aimee discovered just how connected people truly are through community, support systems, and shared experiences. This episode dives into the challenges of relocating, the realities of alternative housing, and the importance of community in shaping the places we call home.

Episode 21: Real Estate Law, Real Strategy & Helping Buyers Feel Confident with David Berson

In Episode 21 of Real People, Real Estate, Lindsay sits down with Attorney David Berson of Legacy Counsellors, P.C. to talk about the realities of today’s housing market and why helping first time homebuyers still matters so deeply to him. David shares his journey from serving as an Assistant District Attorney in New York to building a real estate focused legal practice here in Western Massachusetts. The conversation dives into what buyers are facing in today’s market, common legal and zoning issues, the importance of having the right team around a transaction, and how education and guidance can completely change the experience for a homebuyer.What stands out most is David’s genuine care for helping people navigate one of the biggest financial and emotional decisions of their lives with clarity, confidence, and honesty.  Whether you are a first time buyer, homeowner, investor, or real estate professional, this episode offers practical insight and a behind the scenes look at the legal side of real estate that most people never hear about until they need it.  Real stories. Real people. Real estate. Right here in Western Mass.