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Jason Roland / Interview Companion

Operational insight.
Practical impact.

Selected work in transportation, technology, and leadership.

Senior Transportation Operations Analyst · W.W. Grainger

Four projects · Leadership & mentoring

My background

My background includes leading both exempt and non-exempt team members, along with operations management at FedEx and transportation, analytics, and automation at Grainger. I lead cross-functional projects, work with carrier leadership in roles ranging from terminal managers to chief operating officers, and informally lead and mentor developing analysts.

I’ve brought these examples together to share the problems I addressed, my contribution, and the changes the work delivered.

How I’ve organized my project examples

SSituation
The operating context and the problem I addressed.
TTask
My responsibility and the goal of the work.
AAction
The decisions I made and the work I carried out.
RResult
The change the work delivered.

Projects & leadership

  • Network Operating PlanProcess improvement · Ownership
  • Project Maple: operations & automationOperational leadership · Technical problem-solving
  • Cross-functional standard workInfluence · Collaboration
  • Later order cutoffsProject leadership · Managing tradeoffs
  • Working with third-party leadershipCarrier relationships · Performance management
  • Informally leading & mentoring analystsAnalyst development · Knowledge sharing

Jason Roland / S.T.A.R.

Process improvement & automation

Process improvement · Ownership

Network Operating Plan

SSituation
Master Operating Plans were static PDF pages, each of which had to be maintained individually.
TTask
I wanted to recreate the plans as a connected system, with clear ownership of updates and a simple way to retrieve the right information.
AAction
  • I created aligned Excel tables that responsible individuals could maintain for their areas.
  • I used Power Query to bring those source tables together in a master plan.
  • I built lookup functions to make the plan searchable by plant and carrier.
RResult
The system became a company standard known as the Network Operating Plan. Owners maintain their information at the source, giving Outbound Ops and Service teams a shared plan they can search by plant and carrier.

My approach I turn static documents into maintainable systems with clear ownership and useful access to information.

View project context ↗

Operational leadership · Technical problem-solving

Project Maple: operations & automation

SSituation
Project Maple was Grainger’s company-wide transition from UPS to FedEx as its primary parcel carrier. It required operational changes at DFDC and shifted customers’ longstanding time-of-day delivery patterns, generating transportation escalations that needed structured handling.
TTask
I was responsible for leading DFDC’s operational changes and developing the complex automation needed to capture and triage the resulting escalations.
AAction
  • I led the operational changes specific to DFDC as part of Project Maple.
  • I developed automation to capture incoming transportation escalations.
  • I built triage into the workflow, connecting the initial request with the appropriate handling process.
RResult
The automation replaced fragmented handling with a structured intake and triage workflow for escalations arising from the transition.

My approach I connect operational leadership with technical problem-solving, building the tools needed to support changes in the work.

View project context ↗

Jason Roland / S.T.A.R.

Cross-functional project leadership

Influence · Collaboration

Cross-functional standard work

SSituation
Grainger was often absorbing the cost of expensive white-glove services for non-standard delivery requests because there was no standard process for handling them and passing the charges to customers.
TTask
My contribution was to translate transportation requirements into procedures that different teams could understand and use consistently.
AAction
  • I partnered with Customer Experience leadership to develop company-wide transportation-request standard work.
  • I connected transportation requirements with the customer-facing process so the procedures addressed both perspectives.
RResult
The company-wide standard work enabled us to pass charges for non-standard special requests on to customers, allowing us to satisfy those requests while maintaining profitability.

My approach My contribution is often helping people turn different operational perspectives into a shared way of working.

View project context ↗

Project leadership · Managing tradeoffs

Later order cutoffs

SSituation
Extending customer ordering windows required coordination with transportation operations to preserve next-day service commitments.
TTask
I led the cross-functional transportation operations work needed to connect the customer objective with an operating plan that could support it.
AAction
  • I coordinated transportation and operations partners around the later-cutoff objective and the existing service commitment.
  • I kept operational requirements part of the decision about how to extend the ordering window.
RResult
Selected markets gained later ordering windows while retaining next-day service commitments.

My approach I connect a customer promise with the operational coordination needed to deliver it.

View project context ↗

Jason Roland / Leadership

My work with partners & analysts

Alongside these projects, I contribute through ongoing carrier relationships, informal analyst leadership, and knowledge sharing.

Carrier relationships · Performance management

Working with third-party leadership

I maintain working relationships with third-party carrier leaders, from terminal managers to chief operating officers.

  • I work with carrier partners to set clear service expectations and keep communication open.
  • I use scorecards and business reviews to discuss performance, address service gaps, and agree on improvement expectations.
  • I help carrier partners and internal teams work through shipment and service issues, clarify customer needs, and coordinate practical next steps.

My focus I connect performance information, customer needs, and carrier relationships to support service improvement.

Analyst development · Knowledge sharing

Informally leading & mentoring analysts

I make time for people who want to learn or take on more. Whether I can answer a question or connect them with someone who can, I’m happy to help, regardless of their role or department.

  • I mentor participants in the Supply Chain Rotational Development Program (SCRDP) during their transportation rotations, sharing practical context and lessons from my own experience. I stay in touch as they move into other roles, and those connections often introduce me to colleagues in other functions.
  • Over time, those relationships have grown into a network of senior professionals and leaders across OTC, Network Strategy, Customer Experience, the branch network, Indirect Procurement, Inventory, Supplier Management, OET, and OST.

My focus The exchange goes both ways. When I’m working through something unfamiliar, I turn to this network for perspective and expertise. We know different parts of the business, and we can learn from one another.

jasonro.land

Jason Roland / Greater Chicago Area, Illinois

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