Plymouth Rock Assurance · 2 days ago
Managing Director of Artificial Intelligence
Plymouth Rock Assurance is seeking a visionary Managing Director of Artificial Intelligence to drive new strategic AI initiatives across the organization. The role involves overseeing AI initiatives, collaborating with cross-functional teams, and proposing strategies that align with business objectives while managing relationships with external partners.
Auto InsuranceFinancial ServicesInsurance
Responsibilities
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
Qualification
Required
An advanced degree (Master's or Ph.D.) in Computer Science, Engineering, Data Science, or a related field is required
Deep expertise in artificial intelligence
Strong strategic vision
Exceptional communicative and persuasive skills
Ability to lead transformative projects from inception to execution
Unusually high levels of energy, motivation, and determination are also required
Preferred
Prior business experience is useful but not required
Recent Ph.D. graduates who have demonstrated AI expertise and research excellence are enthusiastically welcomed
Benefits
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
Company
Plymouth Rock Assurance
If you’ve found your way to our LinkedIn page, you’re likely here for one of two reasons: You’re reviewing insurance companies or you’re browsing new career opportunities.
H1B Sponsorship
Plymouth Rock Assurance has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (11)
2024 (12)
2023 (6)
2022 (7)
2021 (5)
2020 (12)
Funding
Current Stage
Late StageLeadership Team
Recent News
Plymouth Rock
2025-10-14
2025-08-13
Company data provided by crunchbase