85+ A-rated carriers shopping your rate. 1,400+ active policies. Bilingual EN/ES. Free quotes in 2 hours. Hard-to-place welcome — accidents, violations, new MC, international licenses.
San Bernardino sits at the crossroads of the I-10, I-215, and 210 — the gateway between the Inland Empire warehouse belt and the high desert lanes heading north to Las Vegas and beyond. With the BNSF intermodal yard, the San Bernardino International Airport cargo complex, and the massive distribution centers stretching along Hospitality Lane and Waterman Avenue, San Bernardino is a critical staging point for both local drayage and long-haul operations. From owner-operators running out of the Cajon Pass to fleets serving the Inland Logistics Center, San Bernardino truckers need insurance that understands long-radius, high-mileage operations. Checkers has been writing San Bernardino policies since 2009.
We currently maintain over 1,400 active policies across the Inland Empire and Greater Los Angeles, hold a 4.9/5 rating from 127+ trucker reviews, and shop 85+ A-rated carriers for every quote — including Progressive, Great American, Berkshire Hathaway GUARD, CNA, Lloyd's of London, Cover Whale, and AmTrust.
Independent broker. San Bernardino-area expertise. Real underwriting relationships.
Established 2009. We know how San Bernardino risks underwrite, what carriers want, and how to get you priced.
Progressive, Great American, Berkshire Hathaway GUARD, CNA, Lloyd's, Cover Whale, AmTrust — we shop them all.
Quote, bind, claims, renewals — all in English or Spanish. Hablamos tu idioma.
Standard accounts quoted within 2 business hours. Same-day binding once paperwork clears.
Every line a working trucker actually needs — packaged for owner-operators through fleets.
Primary liability up to $1M+. Required by FMCSA for interstate commerce.
Protects the freight you're hauling. Customizable limits for dry van, reefer, flatbed, and high-value loads.
Covers your tractor and trailer for collision, theft, fire, and weather damage.
Premises and operations coverage — required by most shippers and brokers.
Covers non-owned trailers you pull under interchange agreement.
Bobtail coverage for when you're operating off-dispatch.
Most brokers can't write you. We can — because hard-to-place is what we do.
We have surplus-lines markets — including Lloyd's of London syndicates and specialty carriers like Cover Whale — that exist specifically to write intermodal, port drayage, long-haul, dry van, refrigerated, and aggregate hauling that standard markets won't touch. We package your submission so underwriters see the full story, not just the loss runs.
Fill the form. A San Bernardino-area specialist calls you back within 2 hours with rates from 85+ carriers.
Free. No obligation. Bilingual agents available.
San Bernardino owner-operators with clean records typically pay $8,000–$16,000 per year in 2026. Fleet rates range $6,500–$12,500 per truck annually. Long-haul lanes through the Cajon Pass tend to price slightly higher due to radius. Call Checkers at (909) 824-6500 for an exact quote.
Yes. Intermodal and drayage placements are routine for us. We have multiple A-rated carriers with strong appetite for San Bernardino BNSF and intermodal yard operations — including for new MC numbers and accounts with prior claims.
Yes. New-authority placements are a Checkers specialty. We have surplus-lines markets that write fresh MC numbers from day one. We package your submission so underwriters say yes instead of declining.
Sí. Our team is fully bilingual in English and Spanish. Many San Bernardino clients run their entire policy in Spanish — quote, binding, claims, renewals. Hablamos español. Llame al (909) 824-6500.
Standard San Bernardino risks are quoted within 2 business hours. Hard-to-place accounts take 24–48 hours due to surplus-lines underwriting. Same-day binding once down payment and paperwork are complete.
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Join 1,400+ truckers across the Inland Empire who trust Checkers.
Get Free Quote →🇲🇽 Hablamos español — llame al (909) 824-6500 para una cotización gratis.