AI Transformation Director, Revenue

Spring Health•New York, NY

15h

About The Position

The AI Transformation Director, Revenue owns AI transformation across the revenue organization, partnering with leaders across Sales, Customer Success, and Revenue Operations. Sitting within the AI Transformation Office and partnering directly with Revenue executive leadership, this role determines where AI can create the greatest value and leads initiatives from concept through sustained adoption. The Director defines the revenue AI transformation portfolio, builds solutions hands-on, assembles cross-functional working teams, and drives department-wide change through AI-enabled workflows that improve go-to-market effectiveness, customer experience, and business performance. The role partners closely with Revenue Operations, Systems, and Strategy & Operations to ensure solutions fit revenue workflows and have the technology, process changes, and ownership needed to succeed. It also helps shape company-wide standards for applying and governing AI, informed by what works across revenue teams. This is a full-time individual contributor role reporting to the Chief of Staff, AI Transformation. It may be based remotely or in New York City and requires minimal travel.

Requirements

At least 8 years driving technology-enabled business transformation, including department-wide or enterprise-wide initiatives.
At least 5 years leading complex implementations end to end.
At least 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 and understanding 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, including prioritizing opportunities, influencing senior leaders, driving cross-functional execution, and connecting results to business impact.
Strong change management skills and a track record of driving sustained adoption and creating documented workflows that teams can operate independently.

Nice To Haves

Experience in a high-growth SaaS or healthtech environment.
Experience with B2B2C business models.

Responsibilities

Own and continuously refine a prioritized revenue AI transformation roadmap aligned with Revenue leadership’s strategy and business goals.
Work 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, define decision rights and responsibilities, establish accountability, and drive execution.
Lead priority initiatives from problem definition through build, pilot, rollout, adoption, and measurement, ensuring solutions become part of revenue teams’ operating practices.
Build and test AI-enabled workflows hands-on, prototype and configure solutions, evaluate tools and vendors, translate emerging capabilities into revenue use cases, and iterate based on user evidence.
Partner with Revenue Operations, Systems, Strategy & Operations, and other owners to address integration needs, information requirements, process changes, and implementation dependencies.
Determine the technology, operating model, resources, and ownership needed to deliver and sustain initiatives, including performance monitoring, exception handling, and solution maintenance.
Apply company-wide AI standards within Revenue and define evaluation practices for accuracy, reliability, risk, and return on investment; establish validation and human oversight before AI outputs inform consequential decisions or reach customers.
Define baseline performance and success measures, track outcomes and sustained adoption, and stop, redesign, or redirect initiatives that do not meet expectations.
Document successful workflows so revenue teams can operate and improve them independently; share reusable approaches across departments, contribute to company-wide AI priorities and standards, and escalate broader dependencies to the AI Transformation Office.
Embed AI into systematic, repeatable revenue workflows; validate AI outputs and identify gaps, inaccuracies, and risks; seek emerging best practices; and create documented workflows that teams can maintain independently.

Benefits

Health, dental, and vision benefits starting on the first day.
Access to One Medical accounts for employees and dependents.
HSA and FSA plans; Spring contributes 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 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.
Fertility care support through Carrot and up to $4,000 reimbursement for related fertility expenses.
Access to Wellhub 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.
$200 per year donation matching.