Note: The job is a remote job and is open to candidates in USA. Spring Health is hiring an AI Transformation Director, Revenue to lead AI transformation across its revenue organization. The role defines and delivers a prioritized portfolio of AI initiatives, builds and deploys AI-enabled workflows, and drives their adoption and measurable business impact across revenue teams.

Responsibilities

• Own the revenue AI transformation roadmap. Define and continuously refine a prioritized portfolio aligned with Revenue leadership’s strategy and business goals
• Understand how revenue work gets done. Work directly with leaders, process owners, subject-matter experts, and end users across Sales, Marketing, Customer Success, and Revenue Operations to understand workflows, constraints, and cross-functional handoffs. Identify high-value AI opportunities and size their potential impact
• Assemble and lead cross-functional working teams. Map stakeholders and dependencies for each initiative, define decision rights and responsibilities, establish accountability, and drive execution across contributors
• Lead initiatives through sustained adoption. Take priority initiatives from problem definition through build, pilot, rollout, adoption, and measurement, ensuring solutions become part of how revenue teams operate
• Build and test solutions hands-on. Prototype and configure AI-enabled workflows, evaluate tools and vendors, and translate emerging capabilities into practical revenue use cases. Validate early versions with users and iterate based on evidence
• Align solutions with revenue systems and processes. Partner with Revenue Operations, Systems, Strategy & Operations, and other relevant owners to resolve integration needs, information requirements, process changes, and implementation dependencies
• Design for ongoing operation. Determine the technology, operating model, resources, and ownership required to deliver and sustain each initiative, including how teams will monitor performance, handle exceptions, and maintain solutions
• Establish evaluation and governance standards. Apply company-wide AI standards within Revenue and define how solutions are evaluated for accuracy, reliability, risk, and return on investment. Establish appropriate validation and human oversight before AI outputs inform consequential decisions or reach customers
• Measure realized business value. Define baseline performance and success measures, track outcomes and sustained adoption, and stop, redesign, or redirect initiatives that do not meet expectations
• Make successful workflows repeatable and reusable. Transition solutions into documented workflows that revenue teams can operate and improve independently. Share reusable approaches across departments, contribute to company-wide AI priorities and standards, and escalate broader dependencies to the AI Transformation Office

Skills

• 8+ years driving technology-enabled business transformation, including department-wide or enterprise-wide initiatives; 5+ years leading complex implementations end to end; and 2+ years implementing AI-enabled solutions
• Hands-on experience building and deploying AI-enabled workflows, including agents, copilots, or automation applied to go-to-market processes, connecting AI tools to business data and systems, and configuring repeatable workflows
• Experience working directly with Revenue or go-to-market teams, with an understanding of workflows such as lead management, sales execution, pipeline forecasting, and customer expansion
• Ability to work within CRM, revenue intelligence, and sales engagement platforms, 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, stakeholder management, and communication skills, with the ability to prioritize opportunities, influence senior leaders, drive cross-functional execution, and connect results to business impact
• Strong change management skills, with a track record of driving sustained adoption and creating documented workflows that teams can operate independently
• Experience in a high-growth SaaS or healthtech environment
• Experience with B2B2C business models

Benefits

• Offers Equity
• Offers Bonus
• The role may be based remotely or in New York City.
• Health, Dental, Vision benefits start on your first day at Spring.
• You and your dependents also receive access to One Medical.
• HSA and FSA plans are also available, with Spring contributing up to $1K for HSAs, depending on your plan type.
• 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 Noom, a weight management program—based in psychology, that’s tailored to your unique needs and goals.
• Access to fertility care support through Carrot, 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 BrightHorizons, which provides 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.

Company Overview

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