Enterprise AI Product Manager

About EOTSS:

The Executive Office of Technology Services and Security (EOTSS) is the lead enterprise technology organization for the Commonwealth of Massachusetts. Charged with driving the ongoing alignment of business and technology across the Commonwealth’s Executive Branch, EOTSS oversees and manages the enterprise technology, digital infrastructure and services, as well as the Commonwealth Security Operations Center and an enterprise Standard Operating Environment that includes an information security and risk management framework for over 125 state agencies and over 43,000 state employees. We directly serve our constituents by providing digital services and tools that enable taxpayers, drivers, businesses, visitors, families and other citizens to do business with the Commonwealth in a way that makes every interaction with government easier, faster, and more secure.

Our Mission: We provide technology leadership across the Commonwealth to enhance the quality of public service and foster positive community outcomes

About the Role:

The Enterprise AI Product Manager owns and advances the Commonwealth’s AI Assistant product ecosystem, including agents, integrations, and configurable AI solutions deployed across secretariats and agencies. This role is responsible for defining and executing the platform product strategy, identifying high-impact use cases, prioritizing a cross-agency roadmap, scaling adoption, and ensuring measurable public value.

The AI Product Manager will guide the evolution of the Commonwealth’s AI Assistant capabilities as the underlying technology and platform evolve, translating new capabilities into practical applications for state government while managing changes to, migrations of, and retirement of existing functionality.

This leader operates at the intersection of product management, governance, analytics, and change management. The ideal candidate combines strong product leadership experience with the ability to navigate complex stakeholder environments, balance experimentation with enterprise standards, and translate emerging AI capabilities into measurable operational impact.

The primary work location for this role is 1 Ashburton Place Boston, Massachusetts 02108. The work schedule for this position is Monday - Friday, 9:00AM - 5:00PM EST. This position is expected to follow a hybrid model of reporting to work that combines in-office workdays and work from home days as needed.

Major Responsibilities:

Own the AI Assistant Product Ecosystem & Roadmap

• Define and maintain the long-term vision, strategy, and roadmap for the AI Assistant ecosystem).

• Translate evolving capabilities such as agents, integrations, workflows and other emerging features into practical applications for state government.

• Identify and evaluate high-impact use cases across secretariats and agencies.

• Establish standards and patterns for when needs should be addressed through shared enterprise capabilities, reusable solutions, or agency-specific configurations.

• Plan for and manage platform changes and feature deprecations to minimize disruption and preserve continuity for users and agency solutions.

• Align product priorities with executive branch strategic objectives and policy direction.

• Continuously refine the roadmap based on user needs, stakeholder feedback, and evolving AI capabilities.

Manage the Enterprise Use Case and Solution Portfolio

• Manage a structured process for agencies to propose new AI use cases and solutions.

• Evaluate opportunities based on user need, potential impact, feasibility, reuse potential, risk, accessibility, and implementation effort.

• Facilitate cross-secretariat decisions of sequencing, resource allocation, and trade-offs.

Establish the Platform Operating Model

•  Design and implement scalable product management processes, including:

  • Use case intake and review

  • Risk and compliance review coordination

  • Pilot and experimentation frameworks

  • Deployment and adoption playbooks

  • Performance monitoring and reporting standards

•  Establish procedures for responsible AI implementation in coordination with legal, security, accessibility, and policy stakeholders.

• Institutionalize repeatable processes that enable agencies to adopt AI tools in a structured, compliant, and measurable way.

• Develop guidance and operating models for agency-level AI product ownership and stewardship.

Report Value and Impact to Leadership

• Build executive-ready reporting frameworks that clearly communicate product performance, impact, and risk posture.

• Synthesize data and insights into compelling narratives for senior leadership.

• Provide recommendations on scaling, sunsetting, or refining AI use cases.

• Communicate trade-offs and strategic decisions under ambiguity.

Cross-Functional Collaboration

• Partner closely with:

  •  Engineering Lead (technical feasibility, architecture, security)

  • Enablement/Training Leads (adoption and change management)

  • Vendors and external partners (platform capabilities and roadmap alignment)

• Coordinate with secretariats and agency leadership to align on priorities and outcomes.

• Serve as a central point of ownership for enterprise AI product decisions.

• Maintain a detailed understanding of the platform provider’s capabilities, limitations, product roadmap, release cycle, and deprecation plans; assess their implications for the Commonwealth; and represent Commonwealth product needs and priorities in vendor engagements.

Preferred Qualifications:

• Eight (8) to ten (10) plus years of experience leading digital, platform, or enterprise product initiatives in complex organizations (public sector experience strongly preferred).

• Demonstrated experience prioritizing and scaling products across multiple business units or agencies.

• Proven ability to create and implement structured product management processes and governance frameworks.

• Strong track record defining metrics, measuring outcomes, and communicating value to executive stakeholders.

• Experience working with AI-enabled products, data-driven platforms, or emerging technologies.

• Experience balancing experimentation and innovation with enterprise risk management.

• Exceptional stakeholder management skills and ability to lead through influence.

• Strong analytical and decision-making skills under conditions of ambiguity.

• Excellent written and verbal communication skills, including executive-level reporting.