Define and execute a multi-year enterprise AI transformation strategy aligned to company growth objectives.
Identify and prioritize high-impact AI opportunities across operations, customer support, sales, marketing, finance, HR, and engineering.
Establish and operationalize an enterprise AI governance model, including pilot sequencing, scaling, and rollout.
Lead AI-driven automation initiatives to improve efficiency through copilots, workflow automation, and intelligent orchestration.
Develop and implement ROI frameworks to evaluate and prioritize AI investments based on measurable business value.
Partner with Product and Engineering to embed AI capabilities into member and provider-facing products.
Drive experimentation with generative and predictive AI to unlock new capabilities and competitive differentiation.
Lead enterprise-wide AI adoption, including building AI literacy programs and enabling cross-functional teams.
Establish centers of excellence and scalable frameworks to support AI enablement across the organization.
Partner with Data and Engineering to build scalable AI infrastructure, including MLOps, model lifecycle management, and vendor strategy.

12+ years of experience in technology, data, AI, or digital transformation roles.
5+ years of executive leadership experience driving enterprise-scale AI initiatives.
Proven track record of deploying AI solutions that deliver measurable business impact, including cost savings or productivity gains.
Experience operating in high-growth, late-stage startup or scaled technology company environments.
Experience working in regulated industries, with healthcare experience strongly preferred.
Deep understanding of generative AI, LLM applications, agentic systems, machine learning lifecycle, MLOps, and automation frameworks.
Strong ability to evaluate technical architectures and translate them into clear business outcomes.
Demonstrated ability to lead cross-functional initiatives across Product, Engineering, Clinical, and Operations teams.
Strong financial acumen with a data-driven approach to decision-making and ROI evaluation.
Proven ability to drive organizational change and foster adoption of AI-first ways of working.

Health, Dental, Vision benefits start on your first day at Spring.
Employer sponsored 401(k) match of up to 2% for retirement planning
A yearly allotment of no cost visits to the Spring Health network of therapists, coaches, and medication management providers for you and your dependents.
We offer competitive paid time off policies including vacation, sick leave and company holidays.
At 6 months tenure with Spring, we offer parental leave of 18 weeks for birthing parents and 16 weeks for non-birthing parents.
Access to a weight management program—based in psychology, that’s tailored to your unique needs and goals.
Access to fertility care support, in addition to $4,000 reimbursement for related fertility expenses.
Access to Wellhub, which connects employees to the best options for fitness, mindfulness, nutrition, and sleep in one subscription
Access to sponsored child care, back-up care, and elder care
Up to $1,000 Professional Development Reimbursement a year.
$200 per year donation matching to support your favorite causes.

Vice President – AI Transformation

Key skills