Head of Head of AI - Group Strategy & Execution (Agency Application Canada)

Valsoft Corporation

About The Position

Fluent Software Group is seeking a Head of AI to define and operationalize a group-wide AI strategy across 30+ companies. This is a high-impact leadership role designed for a hands-on builder who can move from strategy to execution and ship real AI capabilities into production environments.

Requirements

Proven experience implementing AI/ML solutions in production SaaS environments.
Hands-on technical capability (comfortable reviewing architecture, models, and code-level decisions).
Experience shipping AI features that drive measurable commercial impact.
Builder mindset: executes, prototypes, and drives implementation.
High agency and self-starter; comfortable operating in ambiguity.
Creative and systems-level thinker who identifies leverage opportunities.
Strong problem solver with commercial acumen.
Confident influencing senior stakeholders and driving alignment across organizations.

Responsibilities

Define and execute a group-wide Agentic AI strategy across 30+ SaaS businesses, focused on deploying autonomous, decision-capable systems that drive measurable revenue growth and operational efficiency.
Design and operationalize production-grade agent architectures, including multi-agent systems, orchestration layers, tool use, memory frameworks, and secure LLM integrations.
Own ROI accountability for agent deployments, prioritizing high-impact use cases where autonomous agents meaningfully reduce cost, increase speed, or unlock new product value.
Establish scalable infrastructure standards, including data pipelines, evaluation frameworks, guardrails, monitoring, and MLOps for agent lifecycle management.
Embed agents directly into products and internal workflows, moving beyond copilots to systems that can execute, reason, and act within defined boundaries.
Create cross-portfolio leverage, developing repeatable agent frameworks that can be adapted across heterogeneous tech stacks and business models.
Build and scale a central Agentic AI capability, influencing CEOs and product leaders while shaping long-term competitive advantage at the group level.