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Cushing Transportation, Inc.
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Technology & AI

Real Draymen. Practical AI. People Behind It.

Chicago intermodal experience meets connected systems and AI agents configured around each customer's operation. Built to support the work, with Cushing people responsible for the decisions.

Discuss Your Operations Meet the Agents
The corrugated grey side of a UMXU container on a Cushing chassis, its caution sign and lettering, a CSX Intermodal trailer and the back of a Cushing day cab behind, under an overcast sky
Customer systems Tenders, status and documents.
Big John drawn as a character: wavy grey hair swept back, a big open smile, a dark suit and a patterned tie
Big John
Big Jim drawn as a character: grey hair combed back, a tan suit, a patterned tie, a warm smile
Big Jim
Customer configured AI agents
Cushing dispatch The people who make the decisions.

Human review A Cushing person checks the work and takes the escalation.

Illustrative workflow
Big John and Big Jim, Cushing's AI agents as drawn characters, between a customer's systems and the Cushing dispatch desk, over a photograph of a container on a Cushing chassis. An illustrative workflow, not live data.

Connections That Fit the Work.

Shipment information moves between your systems and Cushing dispatch over connections configured with you, one customer at a time, for crosstown moves and intermodal drayage. Nothing on this page is live data, and no integration is switched on by itself.

  1. EDI Connectivity

    Exchange shipment tenders and status information between connected systems.

  2. APIs and Webhooks

    Share configured events and updates across customer workflows.

  3. Onboard GPS

    Support visibility into container movements.

  4. Connected Workflows

    Bring shipment information into the systems your team uses.

IMCs and inland intermodal terminals

Their systems

  • TMS or ERP
  • Visibility platform
  • Order management
  • Email and reports
  1. EDI Tenders and status both ways
  2. API + webhooks Events both ways, the moment they happen
  3. GPS Container position from the truck to you

Cushing operations

One desk, every hour

  • Dispatch, 24/7
  • Drivers and chassis
  • Onboard GPS
  • Documents and billing
How shipment information moves between the systems of an IMC (intermodal marketing company) or an inland intermodal terminal and Cushing dispatch. Each connection is configured with you before it carries anything.

Real Trucking Men. A New Kind of Backup.

Big John and Big Jim knew trucking from the driver's seat, the dispatch desk, and the owner's chair. Our AI agents carry their names in recognition of the people behind the work: practical, dependable, and full of personality. The names are the tribute; the software is ours.

Big John drawn as a character: wavy grey hair swept back, a big open smile, a dark suit and a patterned tie

Big John

The One Who Finds a Way.

Truck driver. Dispatcher. Owner.

Big John brought a practical mind, an independent streak, and a knack for figuring things out when the obvious answer was not there.

The agent named in his honor Customer coordination: shipment questions, documents, and the everyday details that keep work moving, within the agreed scope.
Big Jim drawn as a character: grey hair combed back, a tan suit, a patterned tie, a warm smile

Big Jim

The Details Matter. So Do the People.

Army veteran. Truck driver. Dispatcher. Owner.

Big Jim combines old school Chicago confidence with loyalty, attention to detail, and a habit of looking out for people.

The agent named in his honor Operations and dispatch support: clear communication and follow through on the move, with the decisions left to people.
  • Configured scope Each deployment is set up around one customer's tasks.
  • Approved connections APIs, webhooks and EDI to the systems you approve, nothing else.
  • Defined permissions An agent reaches only what its scope allows.
  • Human oversight A person reviews, a person takes the escalation, and dispatch decisions stay with people.

How the Agents Connect

Cushing operations

  • Dispatch and drivers
  • Shipment records
  • Documents
Big John Customer Coordination
Big Jim Ops and Dispatch
Agreed scope and permissions each deployment configured for one customer's tasks, nothing beyond it
Human review and escalation defined responsibilities, a person to escalate to, no autonomous dispatch decisions

Customer workflows

  • Shipment inquiries
  • Operational updates
  • Connected systems
Big John and Big Jim sit between Cushing operations and a customer's workflows, inside an agreed scope, with a person reviewing and taking escalations.

Clear Scope. Human Accountability.

What is deployed, what is proposed and what still needs verifying are told apart in writing before anything is turned on. Four things the agents do not promise:

  • No guaranteed accuracy Answers are checked against the record and a person is responsible for them.
  • No unrestricted access Each agent reaches only the approved systems named in its scope.
  • No autonomous dispatch decisions Dispatch decisions stay with people.
  • No unverified protections Customer data protections are stated only once they have been verified.

Questions We Get.

What is Big John?

Cushing's own AI agent for customer coordination: shipment inquiries, document handling and operational updates, within a scope agreed with each customer.

Can Big John connect to our TMS?

Through approved systems, by APIs, webhooks and EDI where appropriate. Each connection is configured with you before it carries data, and no integration is switched on automatically.

Does Big John dispatch trucks?

No. Dispatch decisions stay with people. The agents work under defined permissions with escalation to the right person.

How do we start?

Tell us how your operation runs, through the quote form or by calling dispatch at 708.656.5050. We scope the support around your workflow.

Tell Us How Your Operation Runs.

The quote form takes the shape of your work; dispatch takes the call at any hour. Either way, the next step is a conversation about scope.

Discuss Your Operations Call Dispatch