AI Capability Leader
Progressive Insurance · United States
- Hybrid
- Full-time
- $200,000 / year
- United States
Job highlights
- Lead AI adoption for Corporate or Claims IT.
- Drive AI strategy and technology enablement.
- Focus on generative and predictive AI.
- Collaborate with business and technical teams.
- Requires 8+ years of IT experience.
About the role
About the Role
As a principal software developer serving as the AI capability leader for Corporate IT or Claims IT at Progressive Insurance, you will drive the enablement, adoption, and advancement of AI technologies across the division. You will partner closely with business leaders and technical teams to equip them with practical AI tools, platforms, and guidance. Your goal is to improve productivity, accelerate delivery, and unlock high-value AI use cases across enterprise functions.
Key Responsibilities
Your scope includes generative AI platforms and patterns, such as AI agents and agentic workflows, Microsoft Copilot Studio, Microsoft Foundry, Azure OpenAI, Amazon Bedrock, enterprise LLM APIs, and retrieval-augmented generation (RAG). You will also focus on predictive AI and machine learning platforms (Blacklodge / MLCore). A strong emphasis will be placed on adoption, knowledge-sharing, and partnership across enterprise teams.
You will champion scalable, responsible AI practices and foster a culture of experimentation and innovation. This role enables teams to integrate AI into their everyday workflows. You will help define and advance Corporate IT or Claims IT’s AI enablement strategy, identify and prioritize impactful AI opportunities, and build reusable patterns, guidance, and resources.
You will collaborate with other Capability Leaders to drive the optimization and advancement of IT capabilities & architecture, enabling Business and IT Strategy.
Qualifications
Must-have Qualifications:
- Minimum of 11 years related work experience programming and supporting software applications.
- OR The completion of a technical training program and 8 years related work experience programming and supporting software applications.
- OR Bachelor's Degree or higher in an Information Technology related field of study and 8 years related work experience programming and supporting software applications.
Preferred Skills
- Experience enabling and scaling AI tool adoption across enterprise technology teams, including developer productivity tools and AI-enabled platforms.
- Proficiency in integrating AI/ML solutions into applications across a range of architectures and platforms, including private and public cloud environments, web and desktop applications, and modern .NET solutions.
- Ability to identify, evaluate, and prioritize AI use cases in partnership with business, operations, and systems teams to deliver measurable value.
- Strong communication and influencing skills, with the ability to explain AI concepts and opportunities to both technical and non-technical audiences.
- Proven success guiding teams through AI enablement, including training, coaching, experimentation, and practical implementation.
- Experience collaborating across Corporate IT or Claims IT, and business stakeholders to align AI initiatives with organizational goals.
Compensation and Benefits
Compensation: $166,000-$200,000/year depending on experience. Gainshare annual cash incentive payment up to 50% of your eligible earnings based on company performance.
Benefits: 401(k) with 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, short & long-term disability, Parental & family leave, military leave & pay. Progressive offers a diverse, inclusive & welcoming culture with Employee Resource Groups, career development & tuition assistance. Onsite gym & healthcare at large locations.
About Progressive Insurance
Energage recognizes Progressive as a 2025 Top Workplace for Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.
Equal Opportunity Employer
Applicants must be authorized to work for any employer in the U.S. without the need or potential need, of current or future sponsorship for employment. Progressive does not hire candidates with (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role.
Key skills/competency
- AI Capability Leader
- Generative AI
- Machine Learning
- AI Adoption
- Cloud Platforms
- Software Development
- IT Strategy
- AI Ethics
- Enterprise Solutions
- Team Leadership
Skills & topics
- AI Capability Leader
- Generative AI
- Machine Learning
- AI Adoption
- Cloud Platforms
- Software Development
- IT Strategy
- Enterprise Solutions
- AI
- Leadership
How to get hired
- Tailor your resume: Highlight your 8+ years of IT experience, AI/ML proficiency, and leadership in AI enablement, aligning with Progressive's focus on innovation and career advancement.
- Showcase AI expertise: Emphasize your experience with generative AI platforms (like Azure OpenAI, Bedrock) and ML models, and your ability to drive adoption and measurable value.
- Demonstrate collaboration: Provide examples of successful partnerships with business and technical stakeholders to align AI initiatives with organizational goals and influence adoption.
- Prepare for technical questions: Be ready to discuss specific AI use cases, integration strategies across diverse platforms, and responsible AI practices.
- Understand Progressive's culture: Research their commitment to innovation, employee growth, and their status as a Top Workplace to align your responses with their values.
Technical preparation
Behavioral questions
Frequently asked questions
- What specific AI technologies are central to the AI Capability Leader role at Progressive Insurance?
- The AI Capability Leader role at Progressive Insurance is focused on both generative AI and predictive AI/machine learning. Key technologies include generative AI platforms and patterns, AI agents and agentic workflows, Microsoft Copilot Studio, Microsoft Foundry, Azure OpenAI, Amazon Bedrock, enterprise LLM APIs, retrieval-augmented generation (RAG), and machine learning platforms like Blacklodge/MLCore.
- What is the required level of experience for the AI Capability Leader position at Progressive Insurance?
- Progressive Insurance requires a minimum of 8 years of related work experience programming and supporting software applications, with specific pathways including a technical training program completion or a Bachelor's Degree in an IT-related field. Alternatively, 11 years of related work experience is acceptable without a degree. A strong preference is given to candidates with extensive experience in enabling and scaling AI tool adoption.
- Is the AI Capability Leader role at Progressive Insurance remote or on-site?
- The AI Capability Leader position at Progressive Insurance is a remote role, specifically for candidates based in the United States.
- What kind of career growth opportunities does Progressive Insurance offer for an AI Capability Leader?
- Progressive Insurance emphasizes employee career development, offering opportunities for growth through career development programs and tuition assistance. As an AI Capability Leader, you'll be at the forefront of AI innovation, with potential to influence IT strategy and advance capabilities across the organization, fostering a path for continuous learning and leadership.
- How does Progressive Insurance support the adoption of AI technologies for its employees?
- Progressive Insurance supports AI adoption by equipping teams with practical AI tools, platforms, and guidance. The AI Capability Leader champions scalable, responsible AI practices, fosters a culture of experimentation, and builds reusable patterns and resources to empower teams to effectively leverage AI in their daily workflows.
- What is the compensation range for the AI Capability Leader role at Progressive Insurance?
- The AI Capability Leader role at Progressive Insurance offers a competitive salary range of $166,000 to $200,000 per year, depending on experience. Additionally, candidates are eligible for a Gainshare annual cash incentive payment up to 50% of their eligible earnings, based on company performance.