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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.

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