Director, AI Enablement

EVERSANA•Chicago, IL

20h•$104,030 - $150,000

About The Position

The Director of AI Enablement leads the strategy, design, and execution of user onboarding, learning, and adoption initiatives for our AI Agency Platform. This role is responsible for accelerating proficiency and driving platform adoption across our internal and client users, ensuring all users realize measurable business value from the industry's first end-to-end AI-powered agency platform. They will build and operationalize a scalable enablement framework, bridging training development and rapid platform evolution to build a highly proficient user base.

Requirements

8+ years of experience in building training, onboarding, or enablement programs for enterprise SaaS platforms with rapidly evolving technology
Track record of leading delivery of both internal and client training and enablement
Ability to tailor content to audiences from different functional disciplines and with varied experience using AI
Comfort facilitating demos, hands-on exercises, and interactive discussions, including troubleshooting and debugging in real time
Knowledge of instructional design best practices and proficiency using modern learning authoring and delivery tools
Experience using AI tools to enhance training material development, learning personalization, or training workflow efficiency
Experience leveraging learning analytics, platform usage data, and user feedback to continuously improve enablement effectiveness
Strong understanding of generative AI concepts, prompt engineering fundamentals, AI-assisted workflows, and responsible AI practices

Nice To Haves

Ability to quickly learn new technologies and explain them in a structured, engaging way
Ability to communicate effectively with senior executives, client stakeholders, and end users
Adept at managing multiple initiatives in parallel
Ability to build and lead in a rapidly changing environment
Familiarity with pharmaceutical or healthcare industry preferred
Experience working within a marketing, advertising, digital, or consulting agency environment is a strong plus, with demonstrated success supporting multiple client engagements and driving client adoption of new tools, platforms, or ways of working.
Practicle mindset is a non-negotiable
Every member of this team is an active explorer of AI and marketing technology. Not because it is trendy, but because our clients pay us to know what is possible before they have to ask.
You are actively using AI tools in your daily work right now — building workflows, testing outputs, solving problems you have not been trained to solve yet.
You have real opinions about what works, what does not, and what pharma brands should actually pay attention to.
You experiment before you wait for permission. When a new tool drops, you open it.
You can show a skeptical brand team something real — not a slide about AI, but something you actually built or ran.

Responsibilities

Develop deep functional knowledge on the AI Agency platform and client workflows
Design and own the end-to-end user onboarding experience for internal and external users, from initial AI Agency Platform orientation through sustained adoption milestones
Develop and facilitate live and virtual training sessions, making complex AI and platform concepts easy to understand and actionable
Create a variety of materials to support blended training delivery, including: facilitator guides, playbooks, job aids, videos, knowledge bases, interactive eLearning, etc.
Direct the delivery of learning solutions through established learning and collaboration platforms (e.g., LXP, SharePoint), while assessing and deploying new channels that improve reach, effectiveness, and learner adoption
Establish KPIs and reporting frameworks to measure onboarding effectiveness, platform adoption, feature utilization, user proficiency, and business impact
Contribute to communication planning for ongoing AI Agency Platform releases, with a focus on driving continuous learning alongside platform evolutions
Oversee and direct a network of platform champions (“sherpas”) that serve as trusted experts and peer coaches to accelerate adoption and reinforce best practices
Establish a content governance approach and partner with the AI Agency Platform team to keep training materials up-to-date with rapid platform releases
Identify platform adoption barriers and training gaps, and deliver a prioritized enablement roadmap to address
Scale user onboarding and training to leverage personalized, digital learning experiences to support a quickly expanding user-base
Develop a platform certification approach, with credentialing for internal and client audiences
Gather and synthesize user feedback to influence training priorities, onboarding experiences, and platform enhancements
Modeling inclusive behaviors and proactively managing bias.
All other duties as assigned.