Head of Artificial Intelligence
: Job Details :


Head of Artificial Intelligence

Plymouth Rock Assurance

Job Location : Boston,MA, USA

Posted on : 2025-07-29T03:17:39Z

Job Description :

About the Role

We are seeking a visionary Head of Artificial Intelligence to drive new strategic AI initiatives across Plymouth Rock. In this leadership role, you will conceive and help oversee AI initiatives across the organization, collaborating with cross-functional teams to deliver innovative, cutting-edge solutions. The ideal candidate will combine deep expertise in artificial intelligence with strong strategic vision, exceptional communicative and persuasive skills, and an ability to lead transformative projects from inception to execution. An advanced degree (Master's or Ph.D.) in Computer Science, Engineering, Data Science, or a related field, is required. Unusually high levels of energy, motivation, and determination are also required. Prior business experience is useful but not required.

In this role, you will:

  • Propose AI strategies that align with the company's overall business objectives and identify opportunities where AI can drive innovation, efficiency, and business transformation.
  • Stay ahead of AI industry trends and emerging technologies.
  • Collaborate with senior executives, department heads, and cross-functional teams to align AI initiatives with company goals.
  • Identify and manage relationships with external AI vendors, research institutions, and strategic partners and help negotiate contracts and manage third-party AI collaborations.

We enthusiastically welcome applications from recent Ph.D. graduates who have demonstrated AI expertise and research excellence, even if you do not yet have extensive business or industry experience.

About Plymouth Rock

Founded in 1982 and headquartered in Boston, writing approximately $2.5 billion in annual premiums, Plymouth Rock is a privately held insurer specializing in automobile and home insurance. Plymouth Rock considers itself to be the “largest of the entrepreneurial insurers” and the “smallest of the large insurers.” We blend the agility, innovation, and growth potential of a dynamic startup with the resources, stability, and security of a well-established organization.

We offer the right candidate:

  • An opportunity to spur transformative AI initiatives working with talented professionals.
  • An ambitious, flexible, collegial, and family-friendly workplace.
  • A competitive salary with excellent benefits and ancillary perquisites.

Apply Now!

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