In celebration of the New Year, we will close at Noon on Thursday December 30th and all day Friday December 31st. Be safe this New Year's Eve.
Our Agency
Smallwood and Small Insurance was founded in 1981 by James W. Smallwood and C. H. “Jack” Small with a simple goal – help people protect what matters most. For more than four decades, we’ve proudly served individuals, families, and businesses with trusted advice and personalized service.
As an independent agency, we work with a wide range of reputable insurance carriers, allowing us to find coverage options that fit our clients' priorities and budgets. Our team believes insurance should feel personal, not complicated, and we take pride in building lasting relationships while helping our clients plan for the future with confidence.
Connected to the Community
At Smallwood & Small Insurance, relationships are at the heart of everything we do. We are proud to be actively involved in the communities we serve through local organizations, service groups, and nonprofit support. These connections allow us to stay engaged, give back, and better understand the needs of the people and businesses around us.
Our involvement reflects our commitment to strong professional standards and meaningful community partnerships. We’re honored to be a trusted resource throughout the region and grateful for the relationships and referrals that continue to grow from these connections.
By staying connected and giving back, we’re able to continue supporting the communities that support us—while living out our mission of protecting you, your property, and your business.
We maintain active memberships with the following organizations:
• Berkeley County Chamber of Commerce
• Jefferson County Chamber of Commerce
• Washington County Chamber of Commerce
• Martinsburg Sunrise Rotary Club
• Spring Mills Satellite Rotary Club
• Eastern Panhandle Board of Realtors
• Eastern Panhandle Home Builders Association
Careers with Smallwood & Small
We are hiring! Our team is like a family. We are looking for applicants who are willing to learn and grow with us. If you are interested in becoming a part of our team please email us your resume. To see our current job openings please visit us on LinkedIn.
Jack the Woodchuck
Jack the Woodchuck was named after our founder Jack Small. To follow Jack's adventures check him out on our Facebook page.
