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About the Role

Design and oversee the organization’s AI roadmap to maximize mission and operational effectiveness. Identify opportunities where AI can automate administrative burdens, personalize donor journeys, and enhance program outcomes through responsible AI adoption. Serve as the primary guardian of Ethical AI, ensuring compliance with Canadian privacy laws and emerging AI regulations. Act as a bridge between AI capability and organizational impact, translating technology into measurable improvements while ensuring ethical and compliant use.

Responsibilities

Define and prioritize a 12–36 month AI adoption roadmap focused on high-impact, low-friction opportunities across marketing, operations, fundraising, and client services.
Rapidly prototype and pilot AI solutions to validate value, assess feasibility and reduce scaling risk.
Collaborate with IT and Data teams to ensure proposed AI solutions are compatible with existing data infrastructure, security standards, and cloud environments (Azure, AWS, or GCP).
Facilitate opportunity discovery workshops with business units to surface unmet needs, process inefficiencies, and use-case backlog.
Prioritize AI use cases using a standardized scoring framework that considers feasibility, business impact, cost, complexity, and risk.
Build business cases and establish KPIs (cost savings, time reclaimed, revenue uplift, engagement metrics); track outcomes and iterate.
Use project management tools and governance processes to deliver pilots and scale successful initiatives.
Translate technical concepts into clear business language for executives and frontline teams.
Coach leaders on AI opportunity prioritization, procurement trade-offs, and sustained adoption.
Produce playbooks, FAQs, and role-based training materials for users and managers.
Build communities of practice and identify internal AI champions to accelerate change.
Operationalize Responsible AI principles: ensure vendor solutions comply with privacy and copyright laws, minimize bias, and protect vulnerable populations.
Establish practical controls, data handling standards, and monitoring for third-party AI usage.
Evaluate third-party AI tools and "Agentic" platforms to determine whether to "build, buy, or partner."
Manage vendor assessments, commercial negotiations, and proof-of-concept engagements.
Design A/B tests and measurement frameworks for pilot validation and continuous improvement.
Track and surface lessons learned, ramp plans, and ROI forecasts for scaled deployments.

Requirements

8+ years in management consulting, digital transformation, program delivery, or enterprise change roles with proven experience leading AI-driven organizational change.
Hands-on track record selecting and implementing commercial AI tools (marketing automation AI, RAG/LLM platforms, agentic/workflow solutions); not responsible for building models but for integrating existing capabilities.
Strong project and vendor management skills; familiar with common PM tools and delivery frameworks.
Strong Business acumen; experience quantifying ROI and building business cases.
Solid conceptual understanding of LLMs, retrieval-augmented workflows, and agentic tools; enough to evaluate vendors and design integration approaches without coding.
Excellent communication and change-management skills; able to “de-jargonize” AI for non-technical stakeholders.

Skills

AI Strategy
AI Roadmap Design
AI Integration
Security Standards
Governance Standards
Responsible AI Adoption
Ethical AI
Canadian Privacy Laws
PIPEDA
Quebec Law 25
Alberta PIPA
BC PIPA
AI Regulations
Project Management
Vendor Management
Business Case Development
ROI Quantification
LLMs
Retrieval-Augmented Workflows
Agentic Tools
Change Management
Communication

Location

Remote
Toronto

Work Type

Contract
Remote
Hybrid

Experience Level

Senior

Education Level

MBA or master’s in a quantitative field (Nice to have)

Salary/Compensations

$135,000 - $145,000

About the Company

CanadaHelps believes in the power of generosity and its ability to spark connection, inspire change, and bring people together.
We are a dedicated team of entrepreneurial-minded peers who believe in a world where everyone can thrive.
We offer a flexible, inclusive environment built on growth, ambition, and shared success.
CanadaHelps provides the most comprehensive and flexible range of giving solutions for donating to any charity in Canada, and we partner with charities of all sizes to ensure they have the tools they need to achieve their goals.

Equal Opportunity

At CanadaHelps, we commit to pursuing deliberate efforts to ensure that our company is a place where differences are welcomed, different perspectives are respectfully heard and where every individual feels a sense of belonging and inclusion. We know that by creating a vibrant climate of inclusiveness, we can more effectively advance our collective capabilities.
AI in Recruitment : CanadaHelps does not use AI-enabled tools to screen, assess, rank, or select candidates in our recruitment process. Our hiring teams make all hiring decisions.