Expert Oakland Drayage & Container Trucking

Move containers through Oakland with dependable drayage, chassis capacity, and door-to-door intermodal coordination. Little John Transportation Services supports importers, exporters, and high-volume shippers with 24/7 tracking, vetted carrier capacity, and hands-on dispatch built for tight port windows, Bay Area congestion, and time-sensitive freight moving beyond the Port of Oakland.

Container truck at the Port of Oakland

Our Container Trucking Services

Reliable container trucking, intermodal routing, and yard coordination for time-sensitive Oakland freight.

Intermodal Drayage

Container, chassis, rail, and door-to-door routing support across North America, built to connect port activity with warehouses, ramps, and broader distribution networks.

Container Truckload

Full truckload support for container and chassis freight, with 24/7 dispatch, tracking, vetted carriers, and a single point of contact for regional or long-haul moves.

Yard Coordination

Yard coordination and drop-and-hook support for high-volume shippers needing smoother dock scheduling, reduced dwell, and predictable trailer or container flow.

Dispatcher tracking container truck movement

Our Container Drayage Process

Review Container And Lane Details

We review container details, pickup releases, delivery requirements, weight, timing, and any special compliance needs. For Oakland moves, this includes planning around terminal appointments, port-area congestion, and onward routing to rail, warehouse, or truckload networks.

Match Capacity And Equipment

Coordinate Port And Delivery

Track Shipment Through Delivery

Close Out With Documentation

Trusted By Leaders

Customer Success

Trusted by enterprise shippers moving complex freight across North America’s most demanding lanes.

"By far Jacob Goodwin has been one of the most professional, straight-up Landstar agents I've dealt with til this day. He's very understanding and honest, and will do everything he can to make sure the rate is fair. Thanks for doing a great job, keep it up."

Jerome Washington

"Landstar agent XKN at Little John's are awesome. Guillermo and Alam at XKN are very professional, always treat me with dignity and respect. They are bilingual in Spanish/English. Their dispatch operations is among the best at Landstar. They make trucking great again."

Gustavo Gonzalez

"Sin duda, Jacob Goodwin ha sido uno de los agentes de Landstar más profesionales y directos con los que he tratado hasta hoy. Es muy comprensivo y honesto, y hace todo lo posible para que la tarifa sea justa. Gracias por hacer un gran trabajo, sigan así."

Jerome Washington

"By far Jacob Goodwin has been one of the most professional, straight-up Landstar agents I've dealt with til this day. He's very understanding and honest, and will do everything he can to make sure the rate is fair. Thanks for doing a great job, keep it up."

Jerome Washington

"Landstar agent XKN at Little John's are awesome. Guillermo and Alam at XKN are very professional, always treat me with dignity and respect. They are bilingual in Spanish/English. Their dispatch operations is among the best at Landstar. They make trucking great again."

Gustavo Gonzalez

"Sin duda, Jacob Goodwin ha sido uno de los agentes de Landstar más profesionales y directos con los que he tratado hasta hoy. Es muy comprensivo y honesto, y hace todo lo posible para que la tarifa sea justa. Gracias por hacer un gran trabajo, sigan así."

Jerome Washington

"By far Jacob Goodwin has been one of the most professional, straight-up Landstar agents I've dealt with til this day. He's very understanding and honest, and will do everything he can to make sure the rate is fair. Thanks for doing a great job, keep it up."

Jerome Washington

"Landstar agent XKN at Little John's are awesome. Guillermo and Alam at XKN are very professional, always treat me with dignity and respect. They are bilingual in Spanish/English. Their dispatch operations is among the best at Landstar. They make trucking great again."

Gustavo Gonzalez

"Sin duda, Jacob Goodwin ha sido uno de los agentes de Landstar más profesionales y directos con los que he tratado hasta hoy. Es muy comprensivo y honesto, y hace todo lo posible para que la tarifa sea justa. Gracias por hacer un gran trabajo, sigan así."

Jerome Washington
The Little John Difference

Why Choose Little John Transportation Services?

A container move is only as strong as the team coordinating every handoff.

Human Support

Real dispatch teams monitor Oakland-area container moves and respond before delays become disruptions.

Deep Capacity

65,000+ approved carriers help secure capacity across drayage, intermodal, and truckload lanes.

Compliance

TWIC, hazmat, FMCSA, and CTPAT credentials support compliant port and cross-border freight.

Local Planning

Experienced teams plan around port windows, chassis needs, and Bay Area delivery constraints.

Meet The Freight Team

Operator-led logistics specialists focused on accountable freight execution.

Portrait of Christopher Dale, Co-Founder and CEO of Little John Transportation Services

Christopher Dale

Co-Founder & CEO

Christopher Dale is the Co-Founder and CEO of Little John Transportation Services, the specialized freight company he built from the ground up in the mid-1990s alongside his brother Steven. With over 30 years at the helm, Christopher has led the company through remarkable growth — from a small operator-focused business to a North American leader ranked #1 on the ACT Transport 50 for 16 consecutive years. His expertise spans heavy-haul, hazmat, and U.S.–México cross-border logistics, handling the complex freight most carriers refuse. Christopher's leadership philosophy centers on human-first communication, operational excellence, and safety-driven execution, values that have earned the company a 100% retention rate among its Top 100 customers and an average client tenure of 33 years.

Portrait of Steven Dale, Co-Founder and COO of Little John Transportation Services

Steven Dale

Co-Founder & COO

Steven Dale is the Co-Founder and COO of Little John Transportation Services, responsible for overseeing specialized operations and the company's vast carrier network. Since co-founding the business in the mid-1990s alongside Christopher Dale, Steven has been the operational backbone of an organization that now manages over 8,000 dedicated owner-operators and 65,000 vetted and audited carriers. He ensures that teams are strategically positioned across key logistics hubs — including Laredo, Monterrey, and Guadalajara — exactly where complex freight moves. Steven's hands-on approach and deep industry expertise have been instrumental in achieving 65 million+ miles covered annually and maintaining the company's industry-leading safety and compliance standards.

Portrait of Kathleen Stingley, Account Manager at Little John Transportation Services

Kathleen Stingley

Account Manager

Kathleen Stingley serves as an Account Manager at Little John Transportation Services, where she is dedicated to delivering the human-first service that defines the company's reputation across North America. In her role, Kathleen works directly with medium- to large-sized clients to coordinate specialized freight solutions — from heavy-haul and hazmat shipments to complex cross-border logistics. She serves as a reliable, knowledgeable point of contact who ensures every load is planned, tracked, and executed with precision. Kathleen embodies the company's commitment to treating clients as partners, providing responsive communication and hands-on support that has contributed to Little John's 100% Top 100 customer retention rate and decades-long client relationships.

Portrait of Brandon Potter, Account Manager at Little John Transportation Services

Brandon Potter

Account Manager

Brandon Potter is an Account Manager at Little John Transportation Services, bringing a client-focused approach to one of North America's most trusted specialized freight carriers. Brandon works closely with clients across a wide range of industries — including energy, industrial machinery, automotive, and chemical sectors — to develop customized transportation solutions for complex, high-stakes freight. He serves as a hands-on partner from initial quote through final delivery, ensuring clear communication, compliance documentation, and seamless coordination across Little John's expansive carrier network. Brandon's commitment to responsive, people-driven service reflects the company's core values and its reputation for moving the cargo that most carriers refuse.

Portrait of Todd Wojtkowski, Account Manager at Little John Transportation Services

Todd Wojtkowski

Account Manager

Todd Wojtkowski is an Account Manager at Little John Transportation Services, playing a key role in supporting the company's mission to deliver operational excellence and human-first service to every client. Todd manages freight relationships across a broad spectrum of specialized transportation needs, including heavy-haul, hazmat, and cross-border shipments throughout the U.S., México, and Canada. He works as a direct partner to clients, ensuring loads are matched with the right equipment, dispatched by experienced teams, and tracked through to delivery. Todd's dedication to proactive communication and audit-ready documentation helps reinforce Little John's standing as the most trusted partner for specialized freight in North America.

Portrait of Robert Wood, Account Manager at Little John Transportation Services

Robert Wood

Account Manager

Robert Wood serves as an Account Manager at Little John Transportation Services, where he is committed to delivering the responsive, detail-oriented service that sets the company apart in the specialized freight industry. Robert supports clients across sectors such as oil and gas, military and defense, pharmaceutical, and retail, helping them navigate the complexities of heavy-haul, hazmat, and time-sensitive freight requirements. He takes ownership of every load from planning to final delivery, coordinating with Little John's extensive network of owner-operators and vetted carriers to ensure seamless execution. Robert's dedication to building long-term partnerships reflects the company's core value of treating every client relationship with the care and accountability of a true business partner.

Portrait of Justin James, Account Manager at Little John Transportation Services

Justin James

Account Manager

Justin James is an Account Manager at Little John Transportation Services, contributing to the company's legacy of specialized, safety-driven freight solutions across North America. Justin works hands-on with clients to manage complex shipping requirements, including oversized loads, hazardous materials, and cross-border freight between the United States and México. He serves as a reliable point of contact who ensures every shipment is handled with the precision and accountability that Little John's clients have come to expect over 30+ years in business. Justin's customer-first mindset and thorough understanding of the company's logistics capabilities help clients move their most demanding cargo with confidence and compliance.

Portrait of Ashlyn Dale, Account Manager at Little John Transportation Services

Ashlyn Dale

Account Manager

Ashlyn Dale is an Account Manager at Little John Transportation Services, upholding the family legacy of hands-on, human-first service that has defined the company since its founding in the mid-1990s. Ashlyn works directly with clients to coordinate specialized freight solutions, ensuring that every shipment — whether heavy-haul, hazmat, or cross-border — is executed with the operational discipline and personal accountability that Little John is known for. She brings a client-centered approach to every interaction, serving as a trusted partner who provides clear, timely communication and end-to-end load management. Ashlyn's commitment to excellence helps maintain the long-standing client relationships that have made Little John the #1 specialized carrier in North America.

Frequently Asked Questions

What are port drayage drivers?

Port drayage drivers move shipping containers short distances between ports, rail ramps, warehouses, distribution centers, and final delivery points. In Oakland, that often means coordinating gate appointments, chassis availability, container numbers, pickup releases, and return deadlines. The driver’s role is to keep the container moving safely and on schedule while maintaining required documentation and tracking updates.

What do drayage companies do?

What is the difference between drayage and intermodal?

How is Oakland drayage pricing calculated?

Can you handle both port pickup and final delivery?

What information is needed to schedule container trucking?

Do you provide 24/7 tracking for drayage shipments?

Can you move hazmat containers from the port?

Still Have Drayage Questions?

Get clear answers before your container move is dispatched.

Container Freight Coverage

Coordinated container trucking coverage across major U.S., México, and Canada freight lanes.

Need Coverage For Your Route?

Tell us your origin, destination, and container requirements.

Awarded & Trusted

Awards and Recognition

ACT Transport 50 award badge

ACT Transport 50

Recognized North American specialized transport leader.

IC Cranes specialized transport ranking badge

IC Cranes Top 5

Global ranking for cranes and specialized transport.

TT Top 100 flatbed heavy award badge

TT Top 100

Top-ranked flatbed and heavy transport provider.

Get Oakland Container Freight Moving

Share your container details, pickup location, delivery requirements, and timing needs. A real logistics specialist will review the lane, equipment requirements, and available capacity.

Contact Us Today

For immediate assistance, feel free to give us a direct call at +1 (479) 264-6501. You can also send us a quick email at quotes@ljtsi.com.