AI Specialist, Executive Operations

Curriculum Associates • Billerica, MA

1d • $69,250 - $118,250 • Hybrid

About The Position

At Curriculum Associates, we believe in the potential of every child and are changing the face of education technology with award-winning learning programs like i-Ready that serve a third of the nation’s K–8 students. For more than 50 years, our commitment to making classrooms better places, serving educators, and supporting accessible learning experiences for all students has driven the continuous improvement of our innovative programs. Our team of more than 2,500 employees is composed of lifelong learners who stand behind this mission, working tirelessly to serve the educational community with world-class programs and support every day. The AI Specialist, Executive Operations will report to the Chief of Staff and join the Executive Operations team, serving as a trusted advisor to CA’s senior leadership. This role is responsible for elevating executive productivity, decision quality, and strategic impact by coaching leaders on the effective use of generative AI tools and embedding AI enabled workflows into executive operations.‑enabled workflows into executive operations. This is not a software engineering, product development, enterprise architecture or system implementation role. Instead, it blends AI fluency, familiarity with how AI tools translate into high impact leader workflows, change management, and operational rigor to ensure leaders can thoughtfully apply AI in ways aligned to their functional priorities, CA’s mission, and responsible‑use standards. This role focuses on executive behavior, workflows and decision effectiveness. Why Join Our Team This role offers the opportunity to shape how senior leaders across CA work, think, and make decisions in an AI‑enabled world. You will partner closely with executives and cross‑functional leaders to infuse AI innovation into leader decision-making and translate emerging AI capabilities into practical, ethical, and high‑impact ways of working internally that ultimately strengthen CA’s ability to serve educators and students.

Requirements

• 3+ years of practical experience, hands‑on exposure to generative AI in a business context (whether through internships or full-time experience).
• Familiarity with enterprise GenAI tools and related platforms (e.g., ChatGPT‑style models, Microsoft Copilot, Claude, Perplexity or similar) acquired through internships or projects that used AI tools heavily in real work.
• Demonstrated ability to work credibly with senior leaders and explain technical concepts in clear, actionable, non‑technical language.
• Comfort leading small workshops and interactive sessions.
• An understanding or ability to learn quickly workflows of executives and enterprise operations broadly.
• Ability to connect AI capabilities to business outcomes, decision quality, and operational efficiency.
• Collaborative mindset with the ability to partner across functions and disciplines.
• Bachelor’s degree required.

Nice To Haves

• Some exposure leading or supporting AI adoption efforts, pilots, or enablement programs a plus, but not required.
• MBA strongly preferred.
• Certifications in AI-related, leadership development, or change management are a plus, but not required.

Responsibilities

• Executive AI Enablement & Coaching Act as a trusted coach and thought partner to executives and their leadership teams on the practical use of generative AI tools in daily work.
• Collaborate with leaders to map real tasks (e.g., “prep for a leadership meeting”) into a multi‑step AI workflow, with clear inputs, AI-tools and prompts, and human review points.
• Deliver one‑on-one and small‑group coaching sessions focused on real executive scenarios such as strategic planning, synthesis of complex information, communication drafting, prioritization, and decision preparation.
• Help leaders assess which AI knowledge and tools are most relevant to their specific functional context from a usage and workflow perspective (e.g., Finance, Product, People & Culture, Sales, Marketing, Strategy, Service).
• Training, Playbooks & Learning Design Design and deliver engaging, executive‑level training sessions and workshops (e.g., prompt design for leaders, AI‑assisted strategy development, integrating AI into executive workflows).
• Develop clear playbooks, templates, and examples that model best practices for responsible, effective AI use by leaders.
• Build confidence and fluency so executives can independently and appropriately use AI tools.
• Operational Strategy & AI Enablement Partner with Exec Ops and functional leaders to identify where AI can support existing priorities, workflows, and decision-making processes.
• Support leaders in evaluating ideas surfaced by teams, helping them ask better questions about value, readiness, AI tooling, and responsible use.
• Partners closely with IT Business Partners when a new solution need arises or when any enhancement, integration, security review, data consideration, or enterprise platform impact is identified, ensuring formal intake, evaluation, and prioritization occurs through established IT governance processes.
• Reinforce disciplined thinking around when AI is helpful versus when it is not, keeping focus on executive effectiveness and organizational clarity Change Management, Governance & Responsible Use Bring fresh perspective that at times may challenge status quo thinking on existing processes and offer AI-forward insights to shape our work
• Champion a culture of experimentation, learning, and transparency while reinforcing trust and accountability.
• Work closely with Legal, Compliance, IT, and People & Culture to reinforce responsible AI‑use guidelines, data privacy standards, and ethical considerations.
• Advise executives on risks, limitations, and appropriate boundaries when using generative AI.
• Trend Translation & Executive Insight Stay current on emerging generative AI capabilities, enterprise tools, and industry guidance.
• Translate trends into concise, business‑focused insights that help leaders understand relevance, implications, and timing.
• Serve as a bridge between technical experts and executive decision‑makers for the purpose of executive understanding and decision quality.

Benefits

• Benefit eligible employees (and their families) are covered by medical, dental, vision, and basic life insurance.
• Employees can enroll in our company’s 401k plan and receive an employer match.
• Employees have access to a flexible vacation and sick policy in addition to twelve paid holidays and a winter office closure between Christmas and New Year's, as well as a number of additional perks and benefits.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive