50+ 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 Antonio sits at the I-35 / I-10 / 410 crossroads — the gateway between the Texas Triangle, the Mexico border, and the Gulf Coast. With the rapidly expanding South Side distribution corridor, the Toyota manufacturing complex, and the constant flow of cross-border freight from Laredo passing through, San Antonio truckers are running everything from regional dry van to long-haul lanes serving Mexico and the Eagle Ford Shale oil patch. Hispanic owner-operators make up a significant share of the local market, and bilingual service is essential. Checkers Truck Insurance Services writes policies for San Antonio truckers with full English and Spanish support.
We currently maintain over 1,400 active policies across California, Texas, and Oregon, hold a 4.9/5 rating from 127+ trucker reviews, and shop 50+ 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 Antonio-area expertise. Real underwriting relationships.
Established 2009. We know how San Antonio 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 cross-border Mexico freight, oil-field service, dedicated regional, dry van, and long-haul 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 Antonio-area specialist calls you back within 2 hours with rates from 50+ carriers.
Free. No obligation. Bilingual agents available.
San Antonio owner-operators with clean MVRs typically pay $8,500–$16,000 per year in 2026. Fleet rates run $7,000–$12,500 per truck annually. Cross-border Mexico operations may price at the upper end. Call Checkers at (909) 824-6500 for an exact quote.
Yes. Cross-border placements are common for us — we work with carriers that have appetite for San Antonio-Laredo and San Antonio-Eagle Pass corridors. We can also discuss optional Mexico physical damage coverage where needed.
Yes. International and recently-transferred licenses are part of our hard-to-place specialty. We have surplus-lines markets that write drivers operating on Mexican, international, or recently-transferred US licenses with the right documentation.
Sí. Our entire team is bilingual EN/ES. Many San Antonio clients prefer running their entire policy in Spanish. Hablamos español. Llame al (909) 824-6500.
Standard San Antonio accounts are quoted within 2 business hours. Hard-to-place accounts take 24–48 hours. Same-day binding once paperwork and down payment clear.
Click to see rates in your city.
Join 1,400+ truckers across the Western US who trust Checkers.
Get Free Quote →🇲🇽 Hablamos español — llame al (909) 824-6500 para una cotización gratis.