Sr Principal Data Scientist

Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun. Apply today and take the first step to Destination Progress.

As a senior principal data scientist on the Enterprise AI team, you'll report to the Chief AI Officer and provide enterprise-level technical leadership and analytical rigor. In this role, you'll support enterprise-wide initiatives across multiple business lines. Helping apply modern AI capabilities to important business opportunities, translating them into measurable outcomes. You'll work across business and technology teams to shape, govern, evaluate, and scale responsible AI solutions to support Progressive's business strategy.

Minimum qualifications

  • A minimum of 8 years of relevant experience in Statistical/Quantitative Modeling and/or Machine Learning tools and in using various database tools processing large volumes of structured and unstructured data.
  • Bachelor's degree with quantitative focus in Econometrics, Statistics, Operations Research, Computer Science or related field (e.g. Mathematics) and a minimum of 5 years of relevant experience in Statistical/Quantitative Modeling and/or Machine Learning tools (R, Python, etc.) and in using various database tools (e.g. Hadoop, SQL) processing large volumes of structured and unstructured data.
  • Master's degree or higher with quantitative focus in Econometrics, Statistics, Operations Research, Computer Science or related field (e.g. Mathematics) and a minimum of 3 year of relevant experience in Statistical/Quantitative Modeling and/or Machine Learning tools (R, Python, etc.) and in using various database tools (e.g. Hadoop, SQL) processing large volumes of structured and unstructured data.
Preferred Skills
  • Demonstrated experience leading enterprise-scale AI or data science initiatives from concept through deployment, adoption, and measurable business impact.
  • Deep expertise in modern AI systems, including LLMs, agentic architectures and deployment patterns, retrieval and context design, and advanced machine learning.
  • Experience designing rigorous evaluation frameworks for LLM and agentic systems, including testing, experimentation, monitoring, reliability, safety, and performance measurement.
  • Strong technical fluency in production AI architecture, software and data engineering practices, cloud environments, and model lifecycle management.
  • Ability to translate emerging technical capabilities into practical business applications, influence senior cross-functional partners, and recognize when a simpler non-AI solution will create greater value.
Compensation
  • Base: $144,900 - $207,000/year
  • Gainshare annual cash incentive payment up to 50% of your eligible earnings based on company performance
  • Participation in our restricted stock units plan
Benefits
  • 401(k) with a dollar-for-dollar company match up to 6%
  • Medical, dental & vision, including free preventative care
  • Wellness & mental health programs
  • Health care flexible spending accounts, health savings accounts, & life insurance
  • Paid time off, including volunteer time off
  • Paid & unpaid sick leave where applicable, as well as short & long-term disability
  • Parental & family leave; military leave & pay
  • Diverse, inclusive & welcoming culture with Employee Resource Groups
  • Career development & tuition assistance

Energage recognizes Progressive as a 2026 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.

Equal Opportunity Employer

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

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With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

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Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

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The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

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Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

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This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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