About William Penn Insurance
Built by Truckers. Backed by Experience.
We're an independent trucking insurance agency based in York, PA. We know the road because we've worked alongside the people who drive it.
15+
Years in Trucking Insurance
500+
Policies Written
Same Day
Quote Turnaround
York, PA
Locally Based
Our Story
Why We Started
William Penn Insurance was founded with one mission: give owner-operators and small fleets access to the same quality coverage that big carriers take for granted — without the runaround.
Too many truckers were getting burned by generic policies that didn't fit their operation, or by brokers who didn't understand the difference between a bobtail run and a loaded haul. We set out to fix that.
Based in York, PA, we work with a network of carriers to find coverage that actually fits — your routes, your cargo, your risk. We ask the right questions upfront so you're not surprised when it matters most.
What We Stand For
How We Work
We Know Trucking
We speak the language. From DOT compliance to cargo classifications, we understand what you're hauling and what's at stake.
Independent & Unbiased
We're not tied to one carrier. We shop your coverage across our network to find the best fit for your operation and budget.
Fast, Honest Answers
No jargon, no pressure. You get a straight answer on what you need and what it costs — usually the same day you reach out.
Long-Term Relationships
We're not a one-and-done shop. We check in at renewal, answer questions mid-policy, and grow with your fleet.
Ready to Get the Right Coverage?
Tell us about your operation and we'll build a policy that fits.