AI Transformation Director, Finance

Spring Health•New York, NY

20h•Hybrid

About The Position

Spring Health is seeking an AI Transformation Director to own AI transformation for its Finance department. The role sits within the AI Transformation Office and partners directly with Finance executive leadership to identify where AI can create the greatest value and lead initiatives from concept through sustained adoption. The position combines a strong understanding of Finance processes with the ability to apply AI, automation, and technology to simplify work, improve data quality and accessibility, and expand the department’s capacity for decision support. This is a department-wide transformation role, not limited to standalone tools or individual productivity improvements. The Director defines the initiative portfolio, builds solutions, assembles working teams, and drives execution. The role also contributes to company-wide standards for AI application and governance, drawing on experience across departments. It is a full-time individual contributor position reporting to the Chief of Staff, AI Transformation, and is hybrid in New York City. The successful candidate will guide Finance AI initiatives through opportunity assessment, solution development, rollout, adoption, and measurement. They will ensure solutions support financial controls, data integrity, documentation, auditability, appropriate human review, and monitoring. They will establish success measures, communicate results and tradeoffs to leaders, and transition successful solutions into documented workflows that Finance teams can maintain and improve independently.

Requirements

8+ years driving technology-enabled business transformation, including department-wide or enterprise-wide initiatives.
5+ years leading complex implementations end to end.
2+ years implementing AI-enabled solutions.
Hands-on experience building and deploying AI-enabled workflows, including prompt design, connecting AI tools to business data and systems, and configuring repeatable automations.
Familiarity with Finance teams and processes, including planning, forecasting, reporting, financial close, and internal controls.
Ability to work within Finance platforms such as Pigment and Omni, understand their data and workflow capabilities, and implement improvements in partnership with systems owners.
Experience testing and maintaining AI solutions, including validating outputs against source data, troubleshooting failures, and establishing human review, monitoring, and appropriate data safeguards.
Strong business judgment and stakeholder management, including the ability to prioritize opportunities, influence senior leaders, and drive cross-functional execution.
Strong change management skills and a track record of driving sustained adoption and creating documented workflows that teams can operate independently.

Responsibilities

Own and continuously refine an AI transformation roadmap aligned with Finance’s strategy and business goals.
Work with business leaders, process owners, subject-matter experts, and end users to understand department operations, workflows, and constraints; identify high-value AI opportunities and estimate their potential impact.
Map stakeholders and cross-functional touchpoints, assemble working teams, define decision rights and responsibilities, and drive execution across contributors.
Lead priority initiatives from problem definition through build, pilot, rollout, adoption, and measurement.
Ensure solutions support strong financial controls, data integrity, documentation, auditability, appropriate human review, and monitoring.
Build and configure AI-enabled solutions hands-on, particularly during prototyping and early implementation.
Determine the technology, process changes, operating model, and resources needed to deliver and sustain initiatives.
Establish departmental standards for applying AI, including evaluation of accuracy, risk, and return on investment.
Define success measures, track realized value, and stop, redesign, or redirect initiatives that do not meet expectations.
Communicate progress, expected value, adoption, risks, tradeoffs, and decisions needed to Finance leaders.
Transition successful solutions into documented, repeatable workflows that department teams can operate and improve independently.
Share reusable solutions across departments, contribute to company-wide AI standards and priorities, and escalate broader dependencies or blockers to the AI Transformation Office.
Embed AI into systematic, repeatable, department-specific workflows; validate outputs and identify logical gaps, inaccuracies, and risks.
Seek out emerging AI best practices and develop documented workflows that improve the effectiveness of key contributors and can be maintained independently by department teams.

Benefits

Health, dental, and vision benefits starting on the first day of employment.
Access to One Medical accounts for employees and dependents.
HSA and FSA plans, with Spring contributing up to $1,000 to HSAs depending on plan type.
Employer-sponsored 401(k) match of up to 2%.
Yearly allotment of no-cost visits to Spring Health network therapists, coaches, and medication management providers for employees and dependents.
Paid time off policies including vacation, sick leave, and company holidays.
Parental leave after six months of tenure: 18 weeks for birthing parents and 16 weeks for non-birthing parents.
Access to Noom, a psychology-based weight management program.
Access to fertility care support through Carrot and up to $4,000 reimbursement for related fertility expenses.
Access to Wellhub for fitness, mindfulness, nutrition, and sleep options.
Access to BrightHorizons sponsored child care, back-up care, and elder care.
Up to $1,000 per year in professional development reimbursement.
Up to $200 per year in donation matching.