CentralSquare Technologies is hiring a Director of AI Engineering Operations to fundamentally reimagine how our product and engineering teams design, build, and deliver software. This transformational leadership role within the CTO organization is chartered with driving the enterprise-wide adoption of an AI-native Software Development Lifecycle.
What You'll Do
- Own the AI program roadmap in partnership with the CTO, aligning initiatives to business priorities and technology strategy.
- Establish and lead the AI Operations Center of Excellence (CoE), setting standards for model development, deployment, monitoring, and governance.
- Drive portfolio-level visibility into all AI workstreams, ensuring executive stakeholders have clear line of sight into progress, risks, and ROI.
- Define and track KPIs for AI operational maturity, model performance, and business impact.
- Develop and enforce the company's AI governance framework, including responsible AI principles and model risk management standards.
- Collaborate with legal, security, and privacy teams to ensure AI deployments comply with applicable regulations.
- Champion ethical AI practices across the organization, facilitating training and awareness programs.
- Manage relationships with AI platform vendors, cloud providers, and third-party model suppliers.
- Lead evaluation, procurement, and contracting for AI tooling and foundation model APIs; negotiate SLAs and data processing agreements.
- Monitor the external AI landscape to surface emerging capabilities and competitive risks relevant to the company's strategy.
- Conduct a comprehensive assessment of existing SDLC processes across the portfolio and lead the strategic transformation of development teams toward an AI-native engineering model.
- Foster a culture of experimentation, accountability, and continuous learning within the team.
- Develop talent pipelines and upskilling programs in partnership with HR and Learning & Development.
What We're Looking For
- 12+ years of progressive experience in technology.
- At least 2+ years in transforming AI operations, platform engineering, or related technical leadership roles.
- Demonstrated track record of taking AI systems from prototype to production at scale.
- Strong working knowledge of generative AI and prompt engineering patterns; experience operating AI-based applications in production.
- Experience designing and implementing AI governance frameworks, model risk management, or responsible AI programs.
- Proven ability to lead cross-functional programs and influence stakeholders without direct authority.
- Excellent communication skills; ability to synthesize complex technical topics for executive audiences.
Team & Environment
This is a transformational leadership role within the CTO organization, reporting directly to the CTO.
Benefits & Compensation
- Competitive compensation.
- Tuition reimbursement.
- Parental leave.
- Paid volunteer hours.
- Unlimited PTO.
- Flexible work environment.
Work Mode
This position follows a hybrid work model.
CentralSquare Technologies is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
