VP of AI Enablement (Candidate Application Canada)

Role Overview

Fluent Software Group is seeking a VP of AI Enablement 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.

Core Mandate

• 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.

Profile

• 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.

Agency RFP Requirements

Agencies responding to this mandate should demonstrate:

• Access to passive, high-caliber AI talent.

• Clear search strategy including target geographies and company profiles.

• Compensation benchmarking insights.

• Defined timeline and success fee structure.

• Replacement guarantee terms.

Why Fluent?

• High Autonomy, High Impact: Own your work from Day 1

• Serious Career Growth: Exposure to M&A, integration, and scaling operations

• Learning-Driven Culture: We invest heavily in talent development

• Entrepreneurial Energy: No two days look the same

• Competitive Offer: Compensation, Health, dental, vision, PTO, and more

• Team-First Mindset: Regular events, collaboration, and global connections

Join Us

Help us scale incredible software companies—without losing their entrepreneurial edge. At Fluent and Valsoft, you’ll make a real impact from Day 1.

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