Get to Know Whiteside Insurance

Discover the individuals, the principles, and the narrative that shape Spicewood's reliable independent insurance agency.

Our Story

Built on Family, Rooted in Community

The story of Whiteside Insurance starts with a simple idea. People deserve an insurance agent who treats them like a neighbor, not a number. In 1984, Dewey Hollingsworth opened an insurance agency in Spicewood, Texas, with that belief at the center of everything he did. He built a reputation across the Hill Country by showing up for his clients and always doing right by them. In 2006, Wade Whiteside left a corporate career at Dell to join the family business and learn the trade from his father-in-law. By 2009, he purchased the agency and renamed it Whiteside Insurance.


Today, Wade and Melody carry forward the same small-town values Dewey built the business on. They know their clients by name, answer every call personally, and take the time to shop multiple carriers so every family and business gets the best coverage at the best price. Four decades later, the mission hasn't changed, just the name on the door.

What Sets Us Apart

Working with Whiteside Insurance means more than just getting a policy. It means having a team in your corner that puts your needs first, every time.

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Personal Attention

When you call, a real person answers. We take the time to understand your situation, explain your options, and make sure you feel confident in your coverage.

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Independent Choice

We're not tied to one carrier. That freedom lets us shop the market on your behalf and match you with the best combination of coverage, price, and service.

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Community Commitment

We live and work in the same community we serve. Your trust is our reputation, and we protect it the same way we protect your home, your business, and your family.

Meet the Team Behind Your Coverage

At Whiteside Insurance, you're not handed off to a call center or a rotating cast of strangers. You work with the same friendly, knowledgeable people every time and they actually remember your name.

Customer Testimonials

Don't Just Take Our Word for It

For over 40 years, families and businesses across the Hill Country have trusted Whiteside Insurance. Here's what they have to say about working with Wade and Melody.

Still Wondering If You're Getting the Best Rate?

Most people overpay for insurance simply because no one took the time to shop around for them. Let us compare rates from top-rated carriers and show you what the right coverage actually costs. It only takes a few minutes.