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Director of AI Professional Services (EST)

Canada Full-time Head of AI
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Original posting on LinkedIn

We are looking for a commercially driven Director of AI Professional Services to lead our growing AI delivery practice. From prototyping to production, you will first need to assess and define the best way to address the client’s need to secure revenue, weather through the EverSuite capability, a custom solution (AI or not). If a custom AI solution is needed, you will lead its development. If the solution is effectively sold, you will oversee the transition to operationalization. At first, you will personally work with sales and one developer to discover, prototype, demo and deliver the solution. As demand grows, you will have to build the team, the delivery methodology and a sustainable operation model. This is a rare opportunity to build something from the ground up — with full commercial ownership, direct client impact, and the backing of a global AI-powered organization.

WHAT YOU'LL DO
Client Delivery & Engagement
Take a client brief from whiteboard to working demo within days, not weeks: personally prototype solutions in the first client engagements, before the team is built
Design and deliver tailored AI solutions leveraging LLMs, agents, and AI-assisted development workflows, from discovery through go-live, favoring quick ROI but aligning with EverSuite roadmap
Create repeatable offerings such as AI discovery workshop, rapid prototyping, paid pilots implementation packages and managed AI solution support.
Oversee the transition of delivered solutions to production — covering monitoring, reliability, cost control, support models, and migration to standard offerings where appropriate
Establish standards for responsible AI delivery, including data privacy, security, model selection, prompt/version management, monitoring and safeguards where required.
Commercial Ownership
Own the P&L for the professional services practice, including revenue targets and margin
Partner with Sales to scope, price, and close new services opportunities
Develop repeatable service packages, pricing models, and statements of work
Identify expansion opportunities within existing accounts to grow ARR and services revenue
Practice Building
Build, hire, and mentor a team of AI consultants, engineers, and solution architects, from scratch.
Establish delivery methodologies, quality standards, and playbooks for AI implementations
Work cross-functionally with Product and Engineering to feed client insights back into the roadmap

WHAT WE'RE LOOKING FOR
Must-Haves
7+ years in professional services, consulting, or solutions delivery — ideally in an AI, data, or SaaS context
Proven commercial track record: owned revenue targets, managed SOWs, and driven services P&L
Strong hands-on fluency with AI assisted development workflow (Cursor, Copilot, Claude, v0, Replit, etc.) to prototype, scaffold, and ship working software rapidly, while maintaining engineering judgment around security, scalability, maintainablity and production readiness.
Fluency in LLM application patterns: RAG, agents, fine-tuning, prompt engineering, and tool use
Ability to operate at the whiteboard with engineers and in the boardroom with C-suite stakeholders
Demonstrated ability to build and scale delivery teams in a fast-moving environment

Nice-to-Haves
Background in enterprise software, cloud platforms, or AI/ML infrastructure
Experience selling or delivering services in regulated industries
Startup or scale-up experience — comfortable with ambiguity and building from scratch
Familiarity with MLOps, vector databases, or AI safety considerations

WHAT 'VIBE CODING FLUENCY' MEANS HERE
This isn't a checkbox. We expect our Director to personally use AI-assisted development tools — not just understand them conceptually. You should be able to spin up a working prototype with an LLM in hours, review AI-generated code critically, and coach clients on integrating vibe coding into their own development culture.
You don't need to be a career software engineer. But you should be someone who has shipped things with these tools and has a point of view on where they accelerate delivery and where they introduce risk.

Listing structured with AI support from LinkedIn. Always confirm the conditions with the company before applying.
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This is a head of ai position on a full-time basis in Canada. The exact schedule and conditions are in the original posting from the company.

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