Joe DeGregorio

Resume

Joe DeGregorio

Principal-level applied AI and data science leader. I work at the boundary of business context and technical execution, with a focus on applied AI systems, support and knowledge experiences, evaluation, and product-system design.

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Summary

My career moved from engineering systems to analytics and predictive modeling to applied AI. The through-line has stayed the same: define the problem well, build something useful, and make the result measurable.

Core focus

AI/ML workflows

Design agentic and decision-support systems that fit a real operating context, not just a demo.

Evals and measurement

Build quality models, scorecards, and instrumentation that make progress legible.

Prototype strategy

Use focused prototype wedges to de-risk bigger product, architecture, and organizational bets.

Experience

AI/ML Engineer (P60)

Atlassian

Oct 2024 - Present

Leading applied AI work across support, knowledge, and service systems, from workflow design through evaluation and instrumentation.

Principal Data Scientist (P50)

Atlassian

Oct 2023 - Sep 2024

Set direction for AI customer-support strategy, experiment design, and cross-functional execution during the first wave of GPT-driven opportunity.

Senior Data Scientist (P40)

Atlassian

Feb 2022 - Sep 2023

Worked at the boundary of customer support, product analytics, and early AI adoption, connecting business questions to workable system designs.

Data Scientist

PACCAR

Mar 2019 - Feb 2022

Led predictive modeling and decision-support work across warranty, used trucks, and planning while defining an MLOps roadmap.

Senior Analyst (Warranty)

PACCAR

Nov 2017 - Feb 2019

Bridged warranty business context and analytics, building early NLP and survival-analysis approaches for claims and recall prioritization.

Senior Systems Engineer - Vehicle Integration

PACCAR

Sep 2016 - Nov 2017

Owned functional requirements and systems work for vehicle software and other integration-heavy programs.

Senior Engineer - Special Assignment

Caterpillar

Jan 2016 - Aug 2016

Took on cross-functional engineering assignments in a high-stakes product environment where product issues and operational needs intersected.

Design Engineer

Caterpillar

Oct 2012 - Dec 2015

Worked on drivetrain and transmission-related engineering, product quality, and production-facing problem solving.

Engineer - Leadership & Technology Development Program

Caterpillar

Jun 2011 - Sep 2012

Rotated through early-career engineering assignments and learned how product, manufacturing, and program execution fit together.

Project Engineer Intern

Centro, Inc.

May 2010 - Aug 2010

Supported project engineering work in a manufacturing setting early in my career.

Selected work

Automating knowledge creation to strengthen downstream RAG agents

Built a fully automated, end-to-end agentic workflow that drafts, reviews, revises, and improves knowledge content so the RAG agents built on top of it have better material to retrieve.

Designing measurement systems for AI support workflows

A public-safe look at agent performance measurement, hybrid evaluation approaches, and the realities of quality signals in production-like support systems.

Self-help, search, and reducing support friction

Combining analytics, instrumentation, experimentation, and systems thinking to improve discoverability and customer outcomes.

Predictive analytics for warranty and operational decisions

Earlier-career work that shaped my approach to high-value modeling, risk prioritization, and operational impact.