Product Manager - AI

Group 1001 is a consumer-centric, technology-driven family of insurance companies on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can-do culture. Group1001’s culture emphasizes the importance of collaboration, communication, core business focus, risk management, and striving for outcomes. This goal extends to how we hire and onboard our most valuable assets – our employees.

Company Overview:

Clear Spring Property and Casualty Group (CSPCG) is comprised of four insurance carriers (Clear Spring Property and Casualty Company, Clear Spring Casualty Insurance Company, Clear Spring American Insurance Company, and Clear Spring National Insurance Company), each rated A- (Excellent) by A.M. Best. CSPCG assists companies in protecting themselves from today’s challenges through technology and innovation. CSPCG provides worker’s compensation, general liability, and other coverages through strong agency relationships.

The Staff Product Manager for AI Products will serve as a key technical and product leader, defining the product roadmap for our application platforms and establishing the standards for user experience and feature delivery. This role is pivotal in translating our advanced AI/ML capabilities into intuitive, high-value solutions for the insurance and annuity marketplace. This position requires 7-10 years of experience, working autonomously to define user problems and architect solutions that deliver organization-level impact. You will provide product leadership across multiple technical and business teams. This is an opportunity to contribute to Group 1001's mission of delivering outstanding value through data-driven insights and innovative solutions.

• Define the product vision, strategy, and roadmap for our AI product suite, aligning development priorities with business goals.
• Lead the end-to-end product lifecycle for organization-wide AI initiatives, from user research and requirements definition to launch and iteration.
• Establish standards for product development, including user journey mapping, feature validation, and success metric definition, ensuring solutions are both valuable and usable.
• Build relationships with engineering, data science, and business leaders to identify high-impact product opportunities and deliver solutions that drive ROI.
• Mentor junior product and design talent, helping to develop the next generation of product leadership within the organization.

Skills:

Proficiency in Product Strategy & Roadmapping, Technical Requirement Definition, Systems Thinking & Architecture, User Journey Mapping, Backlog Prioritization & Management, Stakeholder Influence, User-Centered Design, Data Analysis & Interpretation, API & Systems Design, Agile Methodologies, and Stakeholder Management

Education:

• Bachelor's degree in Computer Science, Data Science, Engineering, or related field
• Master's degree or equivalent experience preferred

Experience:

• 7-10 years of experience in machine learning or related field
• Demonstrated experience defining technical strategy and driving organization-wide initiatives
• Proven track record of leading complex, high-impact projects with broad organizational scope
• Experience mentoring and developing senior engineers and technical leaders
• Strong executive presence with ability to influence stakeholders at all levels of the organization

Preferred Qualifications:

• Extensive experience in insurance or financial services with deep understanding of industry challenges
• Recognized expertise through conference presentations, publications, or industry speaking engagements
• Experience with enterprise-scale systems and complex technical environments
• Proven ability to build consensus and drive alignment across multiple teams and stakeholders
• Track record of successful vendor partnerships and technology evaluations

Competencies and Soft Skills:

• Executive presence with ability to influence senior leadership and drive organizational change
• Strategic vision with ability to define long-term technical direction aligned with business goals
• Strong leadership skills with proven ability to develop and mentor senior technical talent
• Exceptional communication skills with ability to articulate technical strategy to executive audiences

Compensation:  

Our compensation reflects the cost of labor across several U.S. geographic markets. The base pay for this position ranges from $165,000/year in our lowest geographic market up to $210,000/year in our highest geographic market.  Pay is based on a number of factors including market location and may vary depending on job-related knowledge, skills, and experience.

Benefits Highlights:  

Employees who meet benefit eligibility guidelines and work 30 hours or more weekly, have the ability to enroll in Group 1001’s benefits package. Employees (and their families) are eligible to participate in the Company’s comprehensive health, dental, and vision insurance plan options.  Employees are also eligible for Basic and Supplemental Life Insurance, Short and Long-Term Disability. All employees (regardless of hours worked) have immediate access to the Company’s Employee Assistance Program and wellness programs—no enrollment is required.  Employees may also participate in the Company’s 401K plan, with matching contributions by the Company.

Group 1001, and its affiliated companies, is strongly committed to providing a supportive work environment where employee differences are valued. Diversity is an essential ingredient in making Group 1001 a welcoming place to work and is fundamental in building a high-performance team. Diversity embodies all the differences that make us unique individuals.  All employees share the responsibility for maintaining a workplace culture of dignity, respect, understanding and appreciation of individual and group differences.