Markham, On Head of ai strategy & implementation Jobs – 61 Openings This Week

AI Transformation Lead
YM Inc. —North York, ON
- From $100,000 a year
- Full-time
- Microsoft Excel
- Azure
- SQL
- Store discount
- Dental care
Quick apply
Solutions Architect
Toyota —Scarborough, ON
- $105,700–$142,900 a year
- Full-time
- Hybrid work
- Computer Science
- Java
- AWS
- Dental care
- Paid time off
B100 APU Head - Bulk Production - Vaccines
Sanofi EU —Toronto, ON
- $121,000–$174,800 a year
- Engineering
- Project management
- Bachelor's
Quality Engineering Architect
Tangerine Bank —Toronto, ON
- Oracle
- DevOps
- Java
1d
Head of People
Mecka —Markham, ON
- Full-time
- Hybrid work
Quick apply
11d
VP of Engineering & AI
Big Viking Games —Toronto, ON
- $200,000–$250,000 a year
- Full-time
- Hybrid work
- DevOps
- AI
- Paid time off
Quick apply
IT Manager
MetCap Living Management Inc —Toronto, ON
- $90,000–$100,000 a year
- Full-time
Quick apply
Founding Applied AI Lead
Pear VC —Toronto, ON
- $110,000–$200,000 a year
- Full-time
- Hybrid work
- Schematics
- English
- Master's degree
Head of Canada Complaints
Capital One —Toronto, ON
- Full-time
- Hybrid work
- Management
- Engineering
- SQL
Director, MDS Lead Canada
Mondelēz International —Toronto, ON
- Monday to Friday
- Sales
- Master's degree
- Project management
- Disability insurance
- Paid time off
Partner Marketing Manager
Adastra Corporation —Markham, ON
- $90,000–$110,000 a year
- Full-time
- Management
- Sales
- Marketing
Manager, Product Strategy & Execution
SE Health —Markham, ON
- $72,000–$91,000 a year
- Full-time
- Hybrid work
- Microsoft Powerpoint
- Microsoft Word
- Microsoft Excel
2d
Head of Legal Support
Sterlington, PLLC —Toronto, ON
- Remote
- English
- Leadership
- Communication skills
Quick apply
Controller
Adastra Corporation —Markham, ON
- $85,000–$100,000 a year
- Full-time
- Analysis skills
- Accounting
- Communication skills
Manager, Enterprise Customer Success
Gorgias —Toronto, ON
- $30,000–$207,000 a year
- Full-time
- Hybrid work
- Team management
- APIs
- AI
2d
Director, People Lead MSC Canada
Mondelēz International —Toronto, ON
- Full-time
- Management
- Bachelor's
- Travel
- Disability insurance
- Paid time off
AMI Specialist
Capgemini —Toronto, ON
- Computer science
- Computer Science
- Engineering
- Disability insurance
- Dental care
Marketing Project Manager
Plaza Auto Group —Richmond Hill, ON
- $38–$43 an hour
- Full-time
- CRM software
- Marketing
- English
- Dental care
Quick apply
Principal Associate, Design Operations
Capital One —Toronto, ON
- Full-time
- Hybrid work
- Engineering
- Bachelor's
- Recruiting
8d
Head of Information Technology (I.T.)
Kenaidan Contracting Ltd —Greater Toronto Area, ON
- $150,000–$180,000 a year
- Full-time
- Computer science
- Azure
- Computer Science
- Paid time off
Quick apply

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head of ai strategy & implementation jobs near markham, on

AI Transformation Lead

YM Inc. -
North York, ON

Quick apply

Job details

Permanent | Full-time
From $100,000 a year

Qualifications

Power BI
Microsoft Excel
Azure
Google Cloud Platform
Tableau
SQL
AWS
Project management
Presentation skills
Data analytics
APIs
AI

Full job description

YM Inc. was founded on the strength of a single retail store in the heart of downtown Toronto in 1975, under the name Stitches. Today we are one of North America’s leading apparel retailers operating over 700 stores across Canada and the United States under the following banners: Stitches, Urban Planet, Urban Behavior, Sirens, Forever 21, Urban Kids, Suzy Shier, Bluenotes, West 49, Amnesia, Charlotte Russe, Rue 21 and Mandee.

Our goal is to sustain performance that exceeds expectations. We are committed to creating a culture where people feel valued and inspired to achieve results. We give our people the appropriate tools, freedom and authority to make decisions. They are accountable for their actions and we recognize their efforts and reward their results. We attract and nurture the best people by providing leadership opportunities, career development and continuous learning. We are committed to leading by example and with integrity. We treat people with respect and dignity, promote the benefits of diversity and address challenges in a direct and compassionate manner. We engage people in our goals and objectives; we listen and act on new ideas where possible. That is our Philosophy.

The Opportunity

We are looking for a sharp, AI-fluent leader to serve as our internal AI expert and change agent. This is not a traditional IT or technical role. You will embed yourself across every department — Buying, Marketing, Finance, IT, Graphic Design, Product Development, E-Commerce, and HR — to identify where AI can improve processes, speed up decisions, and unlock competitive advantage.

You will own the full cycle: discovery, recommendation, piloting, deployment, and measurement. You will translate between business needs and technical solutions, working with internal teams and external vendors to ensure AI actually gets used — and delivers results.

What You'll Do

Your mandate spans the entire organization. No two weeks will look the same.

AI Opportunity Discovery

Conduct structured AI audits across all departments to map current workflows and identify high-impact automation or augmentation opportunities
Interview department heads and front-line teams to understand pain points, data availability, and readiness for change
Benchmark YM INC. against AI adoption trends in global retail and fast fashion

Strategy & Roadmap

Build and maintain a company-wide AI roadmap, prioritized by ROI, feasibility, and strategic fit
Present recommendations to the owner and senior leadership with clear business cases
Define success metrics for every AI initiative before launch

Implementation & Deployment

Lead pilots and phased rollouts of AI tools — from vendor evaluation through integration and go-live
Coordinate with IT on infrastructure, security, and system compatibility
Ensure seamless integration of AI solutions with existing platforms (ERP, POS, e-commerce, creative tools)
Build internal documentation, training, and change management programs so teams actually adopt what's deployed

Ongoing Governance & Performance

Monitor deployed AI systems for performance, accuracy drift, and business impact
Maintain responsible AI standards: data privacy, bias mitigation, compliance with Canadian AI and privacy law (PIPEDA / Bill C-27)
Manage vendor relationships for AI platforms and cloud services

Who You Are

You have 2–5 years of experience in AI, data analytics, technology consulting, or a related field — at a company where you actually got your hands dirty
You understand the machine learning lifecycle and can speak intelligently to both engineers and executives — without getting lost in jargon either direction
You have a genuine curiosity about retail, fashion, and consumer behaviour — you understand what moves this industry
You are a self-starter who thrives in fast-moving, ambiguous environments where the playbook doesn't exist yet
You have strong project management instincts — you track timelines, flag blockers early, and hold teams accountable
You are comfortable presenting to senior stakeholders and influencing without direct authority
You stay current: you know what tools exist, what's hype, and what's actually production-ready

Skills & Tools

Familiarity with major AI platforms and tools: OpenAI, Google Vertex AI, Microsoft Azure AI, Hugging Face, or equivalents
Understanding of MLOps concepts, APIs, and how AI products are built and maintained
Exposure to cloud platforms (AWS, GCP, or Azure)
Experience with workflow automation tools (Zapier, Make, or similar)
Ability to work with data: SQL, Excel/Sheets, or BI tools (Tableau, Looker, Power BI) a strong asset

What we offer:

· Competitive Compensation Package

· Health and Dental Benefits Plan

· Paid Sick Days

· Employee Discount

· Tuition Reimbursement

· Ongoing Training and Development

· Career Advancement Opportunities

· Being part of an amazing, supportive and collaborative team

YM Inc. is an equal opportunity employer. If chosen to participate in the selection process, accommodations are available upon request. We will consult with the applicant to provide or arrange suitable accommodation in a manner that takes into account the applicant’s accessibility needs.

This posting is for an open vacancy.

We use AI in our hiring process.

Pay: From $100,000.00 per year

Benefits:

Company events
Dental care
Extended health care
On-site parking
Paid time off
Store discount
Vision care

Work Location: In person

Quick apply

Refine Your Search

head of ai strategy & implementation jobs in markham, on

AI Transformation Lead

Solutions Architect

B100 APU Head - Bulk Production - Vaccines

Quality Engineering Architect

Head of People

VP of Engineering & AI

IT Manager

Founding Applied AI Lead

Head of Canada Complaints

Director, MDS Lead Canada

Partner Marketing Manager

Manager, Product Strategy & Execution

Head of Legal Support

Controller

Manager, Enterprise Customer Success

Director, People Lead MSC Canada

AMI Specialist

Marketing Project Manager

Principal Associate, Design Operations

Head of Information Technology (I.T.)

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