AI Enablement & Engagement Lead

Job description

Job Description

On behalf of our client, Affinity seeks an AI Enablement & Engagement Lead who will be the connective tissue between AI&DI's internal delivery capabilities and the business units that need to understand, adopt, and benefit from them. You own two things equally: the stewardship of what's been built - documentation, adoption metrics, visibility materials, and knowledge continuity - ...and the engagement work that drives adoption - AI workshops, use case facilitation, and business relationship management.

This is not a program coordination role or a documentation-support function.

It requires genuine facilitation capability, enough AI fluency to run credible workshops with skeptical business stakeholders, and the discipline to maintain the institutional memory layer that prevents AI builds from becoming black boxes.

Core Responsibilities

AI Workshop Planning & Facilitation

• Design and lead AI workshops for business units - from discovery sessions (what problems exist?) to solution framing (what could AI do here?) to outcome reviews (what did we learn?)

• Build and maintain a reusable workshop curriculum that can be adapted to different business unit contexts, maturity levels, and objectives

• Capture structured use case intake from every workshop - problem statements, data context, stakeholder priority, rough feasibility signal - feeding directly into the AI&DI use case pipeline

• Facilitate sessions that result in clear, actionable outputs - not just ideas - so the delivery team can act on them without a second round of clarification

Business Unit Engagement & Relationship Management

• Own ongoing relationships with key business unit contacts across Research, Investment, Asset Management, and other functions

• Maintain BU engagement continuity between delivery cycles - stakeholders shouldn't feel dropped between workshops and deployment

• Translate AI&DI delivery outcomes back to business stakeholders in language they care about: what was built, what it does, what changed, what's coming next

• Act as the face of AI&DI to business partners - credible enough technically to field questions, accessible enough to build trust with non-technical audiences

Stewardship & Documentation

• Maintain and curate PRDs and business-facing documentation for internal builds - scope, out-of-scope items, decision history, and the rationale behind both

• Ensure all project artifacts are stored in shared, accessible locations - Teams, ClickUp, shared Claude projects -and findable without asking anyone

• Standardize templates for requirements, decisions, metrics, and support expectations across projects - consistent enough that any team member can pick up a project mid-stream

• Support knowledge transfer and handover readiness: external vendors or new team members brought in later should be able to get up to speed from documentation alone

• Shares team-wide accountability for user and operational support, and contributes to the continuous improvement of processes, practices, and products built and managed by AI&DI.

Adoption Tracking & Visibility

• Track and report usage and adoption metrics across deployed AI solutions - are teams actually using them, how often, and for what purpose

• Prepare materials for visibility forums and executive updates (e.g., CIC FYI updates) - emphasis on internal delivery value, adoption progress, and portfolio momentum

• Coordinate with central IT and support stakeholders to ensure alignment on internal vs. vendor-supported solution policies and support expectations

• Flag adoption risks early - solutions that are deployed but underused are a delivery failure, not just a change management footnote

Qualifications

Required

• Strong written and verbal communication - particularly the ability to translate technical AI work into business[1]relevant language

• Experience maintaining governance documentation and program-level artifacts - not just producing them once but keeping them current and organized

• Comfortable operating autonomously with minimal day-to-day direction; brings structure to ambiguity rather than waiting for it to be provided

Strong Asset

• Experience in an enterprise AI program or Center of Excellence context - has seen how AI adoption plays out at scale

• Familiarity with real estate, asset management, or financial services - domain credibility within business units

• Experience using wide variety of AI tools (Claude, Copilot, ChatGPT) as part of day-to-day work - not a theoretical interest but a practical habit

• Background in internal consulting, advisory, or change management for technology program

Top Skills Necessary

• 6–9 years of experience in digital enablement, change management, product management, or program management with significant stakeholder-facing delivery responsibility with 2+ years in a directly AI-focused enablement, adoption, or delivery role that demonstrates equivalent depth and business impact

• Actively uses AI tools (Claude, Copilot, Cursor, or equivalent) as a daily work habit - vibe-codes exploratory prototypes, uses AI to accelerate problem framing, and brings that builder instinct into team problem-solving rather than waiting for engineers to do it

• Demonstrated workshop facilitation experience - has designed and led sessions with senior business stakeholders, not just participated in them

• Sufficient AI fluency to run credible conversations with business leaders about what AI can and can't do - doesn't need to build models, but must understand LLMs, agents, and ML at a conceptual level

Base Salary range: $110K - $125K

Affinity Earn

Know someone who’s great for this, or any of our open roles?

Earn up to $4,000/year for each successful referral through Affinity Earn.

You can also earn up to $50,000 for helping us find new clients. Learn about our referral program at https://affinity-group.ca/earn/ or browse our jobs & follow us at https://www.linkedin.com/company/affinity-staffing/jobs/

About Affinity

Affinity Group is a technology and business consulting and services company.

We believe in creating long term relationships between clients and consultants that foster a mutually beneficial partnership.

Affinity is an equal opportunity employer.

We celebrate diversity and are committed to creating an inclusive environment for all employees.

All employment is decided on the basis of qualifications, merit and business need.

For more information on Affinity, please visit www.affinity-group.ca

Job Number: 13271

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