Senior AI Strategy Consultant

CanadaHelps•Toronto, ON

7d•CA$135,000 - CA$145,000•Hybrid

About The Position

CanadaHelps is seeking a Senior AI Strategy Consultant for a 1-year contract to develop and manage the organization's AI roadmap, aiming to enhance mission and operational effectiveness. The ideal candidate will possess a deep understanding of AI integration within complex technical systems, adhering to strict security and governance protocols. This role involves identifying AI applications for automating administrative tasks, personalizing donor experiences, and improving program outcomes through responsible AI adoption. A key responsibility will be ensuring compliance with Canadian privacy laws (PIPEDA, Quebec Law 25, Alberta and BC’s PIPA) and emerging AI regulations, acting as the primary guardian of Ethical AI in a trust-based sector. The consultant will serve as the link between AI capabilities and tangible organizational impact, translating technology into measurable improvements in operations, marketing, and programs, while upholding ethical and legal standards. This is a new contract position.

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.

Nice To Haves

MBA or master’s in a quantitative field
Familiarity with Canadian regulatory landscape

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.