Job Description

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.

Salary Range:

The pay range for this position is $233,500 to $321,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

Benefits & Perks

:


Paid time off Free onsite gym at our Boston location Tuition reimbursement Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) Robust health and wellness programs Auto and home insurance discounts Matching donation opportunities Annual 401(k) employer contribution Various Paid Family leave options including Paid Parental Leave Resources to promote professional development Convenient locations and pre-tax commuter benefits

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.

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