Jonathon M. in

Jonathon M.

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AI Capability Leader - Claims IT at Progressive Insurance
📍 United States

Jonathon is a versatile AI/ML leader, applying his expertise across both the insurance and neuro-oncology sectors. As an AI Capability Leader at Progressive Insurance and a published scientific author, the Harvard University graduate specializes in algorithms and statistical modeling to drive technological advancements in complex domains.

He is a firm advocate for positive psychology, believing in the power of consistent daily effort to create meaningful change. A family man, he enjoys hands-on projects like building and programming robots with his child. Jonathon is also an avid and self-proclaimed "above-average" softball player.

Unique fact: He includes "Above-Average Softball Player" directly in his professional headline.

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Experience
13 Years
Current Role
AI Capability Leader - Claims IT
Job Level
Mid-senior
Location
United States
Personality Overview

How Jonathon shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Jonathon cares about

AI in Insurance
As the AI Capability Leader for Claims IT at Progressive Insurance, he is directly involved in applying AI and machine learning to the insurance industry.
AI in Healthcare
Identifies as an AI/ML Leader in the neuro-oncology technology sphere and previously served as Chief Technology Officer for GrAI Med.
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Career

Work history

1-2025
AI Capability Leader - Claims IT
Progressive Insurance
6-2020 - 12-2024
Lead Machine Learning Engineer
Progressive Insurance
1-2019
Chief Technology Officer
GrAI Med
8-2017 - 7-2020
Senior Engineer - Enterprise Data & AI
University Hospitals
5-2012 - 8-2017
Software Engineer Mid
Medical Mutual
In the press

Media appearances

AI‑Proof Your Future | Jonathan Mast (AI Capability Leader – Claims IT, Progressive Insurance). Featured in Apple Podcasts
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Artificial Intelligence at Progressive Insurance – Two Use Cases. Featured in Emerj
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Education
2019 - 12-2023
Master's degree
Harvard University
2012 - 2015
Bachelors of Business Administration
Cleveland State University
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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