Open to VP/Director leadership roles, enterprise transformation, AI and logistics product leadership, advisory work, and focused consulting projects.

Supply chain · Logistics · AI · Product

Executive by trade. Builder by nature. Barista between chapters.

I lead supply-chain, AI, and software transformations. Between leadership roles, I am learning the coffee craft, serving from Suburbia’s vintage Citroën HY, and documenting the journey.

15+ years across supply chain, logistics, enterprise transformation, product development, and AI-enabled operations.

Original line drawing of Suburbia Sandwich Company’s vintage Citroën HY truck, with red wheel details and the artist’s signature preserved
Coffee Between ChaptersFairfield County, Connecticut

One leadership approach, two working environments

The setting changes. The way I lead does not.

Listen closely, diagnose the real problem, build what matters, serve well, and keep improving.

01

At the executive table

  • Multi-year transformation
  • Supply chain and logistics
  • AI-enabled workflow redesign
  • Product and platform strategy
  • Value engineering and customer outcomes

02

At the service window

  • Learning a new craft
  • Serving the local community
  • Operating a vintage mobile business
  • Testing ideas in the real world
  • Documenting reinvention honestly

Career impact

Enterprise scale, clearly defined.

A snapshot of the transaction volume, managed spend, program scale, and client accounts Jarrett has led or supported.

$5B+

in annual parcel transactions represented in client delivery

represented
$2.5B

largest direct and indirect spend portfolio managed

managed
$10M–$30M

scale of individual transformation, sourcing, or network programs

managed
4,000+

client accounts supported across parcel audit and value delivery

represented

What I lead

Strategy that connects executive priorities to operating reality.

01

Enterprise transformation and North Star roadmaps

02

Supply chain, transportation, procurement, and operations

03

AI use-case prioritization and human-controlled workflow adoption

04

Product strategy, requirements, and hands-on development

05

UAT, release validation, implementation, and customer adoption

06

Executive business cases, value measurement, and technical storytelling

Products and platforms

From operating logic to working software.

Jarrett’s role varies by product. The common thread is translating domain expertise into workflows, rules, requirements, tests, releases, and adoption.

Parcel audit platform

Share A Refund / EPISCS

Invoice and rate audit, service-failure recovery, contract and rate simulation, and AI-assisted analysis and support workflows.

  • Business rules and calculations
  • Audit and recovery workflows
  • Reporting and simulation
  • UAT, releases, and rollout

Jarrett helped design and build the platform, partnering with developers from requirements through customer adoption.

Transportation management system

EPISHIP

Multi-carrier rating and routing, service selection by cost and delivery, labels, manifests, customer billing, integrations, and 3PL billing logic.

  • Product strategy
  • Rating and routing rules
  • Requirements and UAT
  • AI-assisted workflow improvement

Jarrett connected transportation-domain logic to product requirements, testing, release validation, and customer rollout.

AI-enabled business operations platform

ClawPilot

CRM, a kanban project board, AI chat agents, Shopify and Faire workflows, and Shogo reconciliation, with emerging DOM/WMS, inventory, order, pick-pack, cartonization, and shipping capabilities.

  • Product architecture
  • Human-review controls
  • Integrations and tests
  • AI-assisted development

Jarrett designed and built the platform and its operating controls, requirements, tests, releases, and adoption path.

Real-time race operations application

Eigen Racing

A secure endurance-racing operations console spanning preparation, team and event planning, driver availability, stint and fuel strategy, telemetry, optimization, live coordination, Discord workflows, and post-session improvement.

  • Next.js on Vercel
  • Railway real-time services
  • Telemetry and optimization
  • GitHub-based testing and releases

Jarrett owns the independent product from concept and architecture through testing, release, and live operation.

How I build

Discover through launch—and stay for adoption.

  1. 1

    Discover

    Customer interviews and operational pain points

  2. 2

    Define

    Business rules, data, and calculations

  3. 3

    Design

    Workflows, user experience, and reporting

  4. 4

    Build

    Hands-on development and developer partnership

  5. 5

    Validate

    AI-assisted testing, UAT, and defect resolution

  6. 6

    Launch

    Release validation, adoption, and refinement

Selected transformation work

Transformation, operating, and product work built for measurable outcomes.

Explore all selected work
Real engagement · anonymized Southern California operatorimplemented

Implemented warehouse transformation

Implemented the full transformation roadmap across YMS, WMS, labor, continuous improvement and safety, and pricing; modeled projections were up to $12M in capacity growth plus $3M in pricing.

Real LogicSource engagement · client anonymizeddelivered

Retail pharmacy network redesign

Implemented network redesign; improved replenishment by 20%+ and delivered $15M in savings.

Real LogicSource engagementsdelivered

E-commerce and parcel sourcing results

A CPG e-commerce transformation produced more than $30M in cost takeout, and a small-parcel sourcing program delivered $10M in savings.

The $30M+ cost takeout and $10M savings are reported as delivered results.
Representative modeled case developed for Maerskmodeled

Representative global retail transformation

Modeled scenarios included working capital moving from 125 to 85 days, a €2.16M annual inventory-holding benefit, container utilization moving from 72% to 84%, and a 30% modeled reduction in cost per freight through milk runs.

Representative modeled business case, not an implemented client result. Assumptions require client validation before implementation.
Real leadership rolesmanaged

Enterprise procurement and operating leadership

Managed portfolios and budgets from approximately $400M to $2.5B, including $5M–$7M in annual savings at The Children’s Place and $15M–$20M in annual savings at Macy’s.

Coffee Between Chapters

Meet the video series: Laid Off. Latte On.

Coffee Between Chapters is Jarrett’s wider career-transition story. Laid Off. Latte On. is the vlog following the executive work, new builds, coffee lessons, and people along the way.

Laid Off.Latte On.On YouTube
Portrait of Jarrett Crosby

About Jarrett

Transformation leader. Hands-on builder. Student of service.

Jarrett’s career moves from transportation operations and enterprise procurement through consulting, value engineering, product strategy, and hands-on AI-enabled software development. The coffee truck is a new classroom—not a departure from that work.

He is seeking a VP or Director-level role where strategy, operations, product, AI, and measurable customer value need to meet.

Read Jarrett’s story

Start a conversation

Building a team, a transformation, or a product that has to work in the real world?

Jarrett is available for leadership opportunities, select advisory and consulting work, product and transformation discussions, and thoughtful media or community conversations.

Contact Jarrett