Director of AI Enablement

We are seeking a strategic and execution-focused Director of AI Enablement to lead the adoption of AI-driven workflows across the organization. This role is responsible for identifying high-impact opportunities, designing scalable solutions, and embedding agentic AI capabilities into core business processes.As a key leader within the Technology organization, you will bridge business needs and technical capabilities by partnering with functional leaders to transform how work gets done through intelligent automation, AI agents, and modern workflow design.You will also build and lead a high-impact team—including AI practitioners and interns—focused on delivering measurable business outcomes through AI enablement initiatives.

Essential Duties And Responsibilities

AI Strategy & Business Transformation

Define and execute the organization’s AI Enablement strategy, aligned to business priorities.
Partner with leaders across departments (e.g., operations, product, finance, customer support) to identify and prioritize AI use cases.
Design and oversee the implementation of agentic workflows that automate tasks, augment decision-making, and improve efficiency.
Establish frameworks for evaluating, selecting, and deploying AI tools, platforms, and vendors.
Build and manage a pipeline of AI initiatives, from ideation through production deployment.
Lead, mentor, and develop a team focused on AI workflow design and implementation (including interns and early-career talent).
Drive adoption through training, documentation, and internal evangelism of AI capabilities.
Define success metrics and track ROI of AI initiatives across the organization.
Ensure responsible and secure use of AI, including governance, compliance, and risk management practices.
Stay current on emerging trends in AI, agent-based systems, and automation, and translate them into practical applications.

Education And Experience

8+ years of experience in technology, digital transformation, automation, or AI-related roles.
Proven experience leading cross-functional initiatives and driving organizational change.
Strong understanding of AI/ML concepts, particularly LLMs, automation, and workflow orchestration.
Experience designing or implementing automation or AI-enabled business processes.
Ability to translate complex technical capabilities into clear business value
Strong leadership, communication, and stakeholder management skills.
Track record of delivering measurable business outcomes.

Nice to Have

Hands-on experience with AI tools and frameworks (e.g., OpenAI APIs, LangChain, RPA tools, workflow automation platforms).
Experience with agentic systems or multi-step AI workflows.
Background in consulting, product management, or enterprise transformation.
Familiarity with data governance, security, and compliance considerations in AI.

What You'll Build

A scalable AI Enablement function that accelerates adoption across the organization.
Repeatable frameworks for identifying, designing, and deploying AI workflows.
A culture of innovation where teams leverage AI to work smarter and faster.

Why This Role Matters

This role is central to how the organization evolves in the age of AI. You will directly shape how teams operate, unlocking productivity and enabling new ways of working through intelligent systems.

Work Environment/Physical Demands

While at work, this position is primarily a sedentary job and requires that the associate can work in an environment where they will consistently be seated for the majority of the workday
This role requires that one can sit and regularly type on a keyboard the majority of the workday
This position requires the ability to observe a computer screen for long periods of time to observe their own and others’ work, as well as in-coming and out-going communications via the computer and/or mobile devices
The role necessitates the ability to listen and speak clearly to customers and other associates

Here’s what we can offer you in exchange for your amazing work

Competitive pay
Medical, dental and vision benefits
Matching 401(k)
Generous paid time-off programs
Education reimbursement
Growth potential for your career
Corporate discounts

At Greenway, we strive to imagine, empower, engage, and inspire. Join us!

To learn more about Greenway, take a video tour of our office, and meet our employees, visit us at www.GreenwayHealth.com/careers.

Disclaimer: This Job Summary indicates the general nature and level of work expected of the incumbent(s). It is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities required of the incumbent. Incumbent(s) may be asked to perform other duties as requested. Greenway Health, LLC is an Equal Opportunity Employer. We do not discriminate on the basis of race, religion, age, gender, national origin, sexual orientation, disability, or veteran status.

While this position is primarily remote, please note that if you reside within a 26-mile radius of our corporate office, you will be required to work in a hybrid capacity. This means you will be expected to work on-site at the corporate office for part of the week and remotely for the remainder. This hybrid arrangement is designed to foster team collaboration and engagement. Our corporate office is located at 4301 Boy Scout Blvd, Tampa, FL 33607. Please consider your proximity to this location when applying.

If you are a resident of a state that requires pay transparency, please email us at [email protected] to receive compensation and benefits information for this role. Be sure to include the Job ID in the subject line of your email.