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Director of Artificial Intelligence - Hybrid

TruStage
Madison, WI Full Time
POSTED ON 8/22/2025 CLOSED ON 11/6/2025

What are the responsibilities and job description for the Director of Artificial Intelligence - Hybrid position at TruStage?

At TruStage, we’re on a mission to make a brighter financial future accessible to everyone. We put people first, and work hand in hand with employees and customers to create a diverse and inclusive environment. Passionate about building insurance, investment and technology solutions, we push the boundaries of what’s possible. We need you to help us shape what’s next. You’ll be encouraged to share your experiences, ideas and skills to help others take control of their financial future.

Join a team that has received numerous awards for being a top place to work: TruStage awards and recognition

Job Summary

The Director of Artificial Intelligence (AI) is a senior enterprise leader responsible for shaping and executing the corporate AI strategy to deliver measurable business outcomes. Reporting to the Vice President of Technology Innovation, this role drives the discovery, development, scaling, and adoption of AI-powered solutions across the enterprise, ensuring all initiatives are strategically aligned, technically sound, and responsibly governed.

Partnering closely with business leaders, enablement teams, and technology stakeholders, the Director identifies high-value AI opportunities, translates emerging capabilities into tangible business applications, and champions enterprise-wide adoption. This role oversees a multidisciplinary team of data scientists and engineers, vendor partnerships, and enterprise AI platforms while embedding sustainable AI solutions within core business operations.

The ideal candidate combines deep AI/ML expertise with strategic vision, business acumen, and the ability to influence diverse audiences, advancing operational excellence, responsible AI practices, and AI literacy across the organization.

Job Responsibilities

Strategy and Roadmap

  • Evolve and communicate the enterprise AI strategy in collaboration with business, technology, and risk stakeholders.
  • Proactively identify, shape, and evaluate high-value AI opportunities with clear ROI and strategic relevance.
  • Translate emerging AI capabilities into tangible, scalable business applications that create competitive advantage.
  • Prioritize and sequence AI initiatives to maximize enterprise value, alignment, and adoption.

Delivery and Value Realization

  • Direct the design, development, deployment, and integration of AI products and capabilities into core business workflows to ensure adoption and sustained value.
  • Define and track key performance indicators (KPIs) for AI programs, including ROI, adoption rates, productivity improvements, and customer satisfaction.
  • Establish continuous improvement processes to monitor, retrain, and optimize AI models and solutions post-deployment.
  • Ensure AI capabilities are scalable, reliable, and embedded effectively into operational processes.

Leadership and Team Development

  • Build, lead, and mentor a multidisciplinary team of AI professionals, including data scientists, engineers, governance specialists, and external vendors.
  • Foster a high-performance culture that emphasizes innovation, collaboration, and responsible AI development.
  • Manage strategic partnerships and vendor relationships supporting AI product delivery and platform evolution.

Engagement, Education and Change Management

  • Partner with business and enablement teams to drive AI literacy and upskill associates through structured training and engagement programs.
  • Lead change management activities facilitating AI adoption across diverse business units.
  • Inspire and influence stakeholders by demonstrating the art of the possible with AI, translating complex capabilities into relatable, actionable business opportunities.

Governance, Ethics and Compliance

  • Implement and maintain AI governance frameworks that address ethical, legal, regulatory, and security considerations.
  • Develop and oversee AI risk management processes to ensure compliance with evolving regulatory requirements and corporate standards.

The above statement of duties is not intended to be all inclusive and other duties will be assigned from time to time.

Job Requirements

  • Bachelor’s degree in computer science, data science, engineering, or related technical discipline, or equivalent combination of education and/or related professional work experience.
  • 12 years of progressive experience in data, analytics, or AI leadership roles, with at least 5 years in senior management driving enterprise-scale AI initiatives.
  • Deep expertise in modern AI/ML techniques, including predictive analytics, prescriptive modeling, LLMs/generative AI, and agentic applications, with demonstrated success in operationalizing AI at scale.
  • Proven track record delivering AI-enabled solutions that drive measurable business outcomes, improve operational efficiency, and create competitive advantage.
  • Experience defining and executing AI roadmaps aligned to business strategy, including prioritization, ROI measurement, and value realization.
  • Hands-on knowledge of MLOps, AIOps, cloud-native AI deployments, hybrid architectures, and model lifecycle management.
  • Demonstrated ability to lead multidisciplinary teams of data scientists, engineers, governance specialists, and vendors, fostering a high-performance and innovation-oriented culture.
  • Strong communication and storytelling skills, capable of translating complex AI concepts into relatable business applications for diverse audiences.
  • Proven experience in AI governance, ethics, and compliance, particularly within regulated or risk-sensitive environments.
  • Collaborative leadership style with high emotional intelligence, adept at stakeholder engagement, change management, and building enterprise AI literacy.
  • Preferred:
    • Graduate degree in data science, computer science, or relevant quantitative field.
    • Prior success scaling and maturing business-focused AI, analytics, or data science teams.
    • Familiarity with Azure AI/ML tooling and platform services.
    • Demonstrated thought leadership in AI adoption, emerging technology, and responsible innovation.
If you’re ready to help make a difference, apply today. A resume is required to apply. TruStage may process applicant information using an Artificial Intelligence (AI) tool. This tool automatically generates a screening score based on how well applicant information matches the requirements and qualifications for the position. TruStage recruiters use the screening score as a guide to further evaluate candidates; the score is one component of an application review and does not automatically determine whether a candidate moves forward. Candidates may choose to opt out of this process.

Compensation may vary based on the job level, your geographic work location, position incentive plan and exemption status.

Base Salary Range

$163,800.00 - $304,600.00

At TruStage, we believe a sound, inclusive benefits program is of vital importance, along with a flexible workplace that allows for work-life balance, career growth and retirement assistance. In addition to your base pay, your position may be eligible for an annual incentive (bonus) plan. Additional benefits available to eligible employees include medical, dental, vision, employee assistance program, life insurance, disability plans, parental leave, paid time off, 401k, and tuition reimbursement, just to name a few. Beyond pay and benefits, we also recognize that flexibility, including working in a place you prefer, is essential to caring for our employees. We will continue to strive to offer flexibility and invest in technology and other tools that will make hybrid working normal rather than an exception, so that when “life happens,” you can focus on what’s most important.

Accommodation request

TruStage is a place where everyone can bring their best self and thrive. If you need application or interview process accommodations, please contact the accessibility department.

Salary : $163,800 - $304,600

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