Senior AI Strategy Consultant

At CanadaHelps we believe in the power of generosity - not just for those who receive it, but for everyone it touches. Every act of generosity sparks connection, inspires change, and brings people together. This is an opportunity to join something bigger: a movement that fuels progress, strengthens communities, and reminds us of what’s possible when we come 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.

About the role

We are looking for a Senior AI Strategy Consultant (1 Year Contract) to design and oversee the organization’s AI roadmap to maximize mission and operational effectiveness. The ideal candidate will have a strong understanding of how AI integrates within a complex technical ecosystem while maintaining rigorous security and governance standards. The consultant will identify opportunities where AI can automate administrative burdens, personalize donor journeys, and enhance program outcomes through responsible AI adoption. In a sector built on trust, the role will also serve as the primary guardian of Ethical AI, ensuring all tools comply with Canadian privacy laws (including PIPEDA, Quebec Law 25, Alberta and BC’s PIPA) and any emerging AI regulations.

You’ll be the pragmatic bridge between AI capability and real organizational impact; turning technology into measurable operational, marketing, and program improvements while ensuring ethical and compliant use. This is a new contract vacancy.

The annual salary range for this role is $135,000 - 145,000. Where an offer falls within this range is determined through the interview process. Candidates are benchmarked by the hiring team based on role scope, relevant experience, skill alignment, and expected impact, using consistent and objective criteria.

This position is remote but may require to be in-office in Toronto for team collaborations. You will report directly to the CEO.

Responsibilities

• Strategic Roadmapping:
• 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).
• Value Discovery & Quantification:
• 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.
• Stakeholder enablement & communication
• 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 changeovernance, risk & ethics
• Governance, risk & ethics
• 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.
• Vendor & Ecosystem Management:
• 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.

Required Skills and Experience

• 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.
• Nice to have: MBA or master’s in a quantitative field; familiarity with Canadian regulatory landscape an asset.

We believe in everyone

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.