Waterloo, On Director, ai enablement Jobs – 153 Openings This Week

Director, Retail Media & Media Success (Contract)
Creative Realities Inc —Waterloo, ON
- $90,000–$100,000 a year
- Hybrid work
- English
- Supervising experience
- Presentation skills
- Disability insurance
- Dental care
Quick apply
Director, AI Enablement
Agfa —Waterloo, ON
- DevOps
- Paid time off
Clinical Director
Eli’s Place Residential Treatment and Transition Centre —Guelph, ON
- $125,000–$155,000 a year
- Full-time
- Master's degree
- Supervising experience
- Psychology
8d
Executive Director
H2R Business Solutions —Kitchener, ON
- $75,000–$100,000 a year
- Public speaking
- Master's degree
- Administrative experience
Quick apply
Director of Planning & Development
Recrutement Performance —Kitchener, ON
- $130,000–$145,000 a year
- Full-time
- Hybrid work
- CAD
- Data analysis skills
- Finance
Quick apply
Executive Director
H2R Business Solutions —Kitchener, ON
- $75,000–$100,000 a year
- Full-time
- Public speaking
- Master's degree
- Administrative experience
Director of Planning
Elby Professional Recruitment Inc —Kitchener, ON
- $120,000–$145,000 a year
- Master's degree
- Business development
Quick apply
Director, Enterprise Business Applications
Hammond Power Solutions Inc. —Guelph, ON
- Hybrid work
- Azure
- Computer Science
- PMP
- Paid time off
- Employee assistance program
Quick apply
Interim Director of Finance/ VP Finance
Robert Half —Waterloo, ON
- $60–$75 an hour
- Temporary
- Hybrid work
- Microsoft Excel
- ERP systems
- Manufacturing
Quick apply
3d
Director of Care - Full Time
peopleCare Communities —Kitchener, ON
- $90,000–$124,000 a year
- Full-time
- Nursing
- Master's degree
- Leadership
- Wellness program
Quick apply
Financial Reporting Director
Home Hardware Stores Limited —St. Jacobs, ON
- Full-time
- Hybrid work
- Sales
- Finance
- Bachelor's
- Disability insurance
- Dental care
Director of Care (DOC) - Full Time Temporary Contract - Riverbend
Extendicare —Cambridge, ON
- $110,000–$140,000 a year
- Full-time
- Nursing
- Customer service
- Master's degree
Quick apply
Associate Director of IPAC - Madoc
Clare McFaul LTC (Centre Hastings) LP. —Ontario
- $65,000–$95,000 a year
- Full-time
- Communication skills
- Dental care
Quick apply
Head of Service Delivery (NetSuite)
Elim Solutions —Ontario
- $150,000–$180,000 a year
- Full-time
- Remote
- Computer Science
- ERP systems
- Finance
- Wellness program
- Dental care
Quick apply
3d
Associate Director of Care (RPN) - Madoc
Clare McFaul LTC (Centre Hastings) LP. —Ontario
- $64,000–$85,000 a year
- Full-time
- Communication skills
- Dental care
Quick apply
Director, Health and Wellness
PARKWOOD MENNONITE HOME —Waterloo, ON
- $66,000–$80,000 a year
- Full-time
- Supervising experience
- Bachelor's
- In-person
- COVID-19 protective measures
Quick apply
2d
Director, Corporate Services (Renfrew, ON)
Palmer & Associates Executive Search Firm —Ontario
- $133,000–$155,000 a year
- Full-time
- Business
- Leadership
- Dental care
- Life insurance
Quick apply
1d
Naturopathic Doctor - Assistant Clinic Director | CARESPACE Victoria North
CARESPACE Health+Wellness —Kitchener, ON
- $112,344–$146,047 a year
- Part-time
- Wellness program
- Dental care
Quick apply
12d
Director of Operations
Elby Professional Recruitment Inc —Kitchener, ON
- $120,000–$135,000 a year
- Hybrid work
- Business
- Leadership
- Communication skills
Quick apply
4d
Director of Operations - Western Canada
Aplin —Ontario
- $120,000–$130,000 a year
- Inventory management
- Customer service
- Continuous improvement
Quick apply
5d

I want to receive the latest job alerts for director, ai enablement in waterloo, on

By signing in to your account, you agree to SimplyHired's Terms of Service and consent to our Cookie and Privacy Policy.

Explore jobs in more locations

director, ai enablement jobs near waterloo, on

Director, Retail Media & Media Success (Contract)

Creative Realities Inc -
Waterloo, ON

Quick apply

Job details

Fixed term contract
$90,000–$100,000 a year

Qualifications

English
Supervising experience
Presentation skills
Bachelor's
SaaS
Communication skills

Full job description

About Creative Realities

Creative Realities, Inc. (NASDAQ: CREX) is a full-service, digital signage solutions company with a passion and purpose of connecting brands and people in spaces and places they love. We design, develop, deploy, and maintain digital experiences that are contextually relevant, omni-channel, and specific to the physical environment. Our approach is consultative, tech-agnostic, and solution centric. Our capabilities are end-to-end with the ability to deploy at scale - whether its thousands of locations or a single flagship experience. We specialize in key verticals including Automotive, C-Store, QSR, Heath Care, Retail, and Sports & Entertainment with extensive experience in how digital transforms these environments. Our purpose-built CMS software and ad-revenue / monetization platforms are considered best in class and serve as the backbone for successful installations and ongoing support. Visit www.CRI.com for our full story.

About the Position

Creative Realities is building the future of retail and place‑based media. Where digital signage, retail media networks, and advertising technology come together to create measurable value inside physical environments.

As Director, Retail Media & Media Success, you will lead strategy, storytelling, and execution across our retail media ecosystem, bridging SaaS‑based platforms, media monetization, and client success. This role is designed for a confident, versatile leader who can carry forward an established strategy, strengthen how we go to market, and ensure everything continues to move smoothly as we scale.

You’ll be trusted to operate with autonomy, influence across teams, and represent Creative Realities confidently with clients and partners.

*This is for a 12 month contract.

What Makes This Role Compelling

A chance to influence both media strategy and SaaS GTM execution
Meaningful ownership across clients, teams, and platforms
A leadership role in one of the fastest‑growing areas of media and advertising
The ability to genuinely shape how retail media and digital signage succeed at scale

The successful candidate will own the narrative, partner for the sale with our vertical Sales teams, guide the strategy, and keep the CRI media focus advancing. Someone equally comfortable in a client room, a GTM discussion, or an internal working session.

If you combine SaaS understanding, media confidence, operational discipline, and strong storytelling instincts, this role gives you the space and trust to make a real impact.

Key Responsibilities

Retail Media & AdTech Input

Carry forward and evolve Creative Realities’ retail media strategy with confidence and clarity
Apply strategic thinking to guide monetized media networks, SaaS platforms, and client programs
Shape and refine value propositions and GTM narratives for our digital signage and AdTech solutions
Bring a strong understanding of SaaS (software‑as‑a‑sale) business models, including platform value, scalability, and client adoption within media or advertising technology ecosystems
Retail media / RMN experience is a strong asset; SaaS experience in digital signage or AdTech is highly valued

Storytelling, Sales & Client Leadership

Be a confident, client‑facing leader. Comfortable presenting, influencing, and co‑selling
Translate complex SaaS, media, and technology concepts into clear, compelling stories
Support sales efforts through:
RFP responses
Client presentations
Strategic sales conversations
Develop and maintain sales enablement materials, pitch narratives, and GTM frameworks
Serve as a trusted advisor in client discussions. Credible, personable, and solution‑oriented

Media Success & Problem Solving

Help define what “success” looks like across SaaS platforms, retail media networks, and client objectives
Use structured problem‑solving skills to address client, commercial, and operational challenges
Partner with data, product, and operations teams to ensure outcomes, not just delivery

Cross‑Functional Leadership & Influence

Work seamlessly across sales, product, media, operations, and technology teams
Be comfortable influencing without authority and aligning multiple stakeholders
Step into gaps, unblock progress, and advance work without constant oversight
Actively support cross‑functional initiatives where versatility and judgment are required

Operational Excellence & Continuity

Ensure internal workflows, handoffs, and accountability run smoothly
Maintain momentum even during leadership absences—nothing stalls
Drive documentation, process optimization, and operational clarity
Improve how work flows across teams, not just what gets shipped

Education and Experience

University or College Degree in relevant discipline, minimum
A minimum of 8 years in customer success type roles, helping in the selling process, preferably in the media / advertising industry
Additional attention to those that have experience in the Retail Media, Digital Signage and/or digital DOOH / OOH (out of home) industries.

Key Competencies/Behaviors

A strategic thinker who can also execute
Organized, structured, and reliable
Highly collaborative and easy to work with
A strong written and verbal communicator
Comfortable balancing multiple priorities in a fast‑moving environment
Flexible, agile, and self‑directed
Someone teams trust to keep things moving forward
Technical experience is a plus, but media and retail media experience are a stronger asset. You don’t need to be the deepest technologist in the room, you know how to partner with those who are.

Core Values The ideal candidate represents these six core values:

Passionate: We are a group of passionate people. This is the best way to describe TEAM CRI. We work hard and have fun along the way!
Respectful: We value diversity, merit and unique contributions. We foster a trusting, open and inclusive environment. We treat our clients, partners and our team in a manner that reflects these values.
Do the Right Thing: We do what we say we will do. Our actions shall always be fully transparent and genuine. Our dealings with clients, co-workers and partners must always be conducted with honesty.
Helps First: We are stronger when we work together. We help first—whether it’s with our clients or our internal teams.
Nimble Minded: When conventional thinking and processes fail, we want to be the first to provide fresh ideas and solutions. We break through adversity and respond quickly.
Expects Excellence: We will measure performance and are accountable for results. We are committed to getting it right.

Benefits

We offer a competitive and comprehensive benefits package designed to support the well‑being and success of our team. Our employees enjoy:

Health, Dental & Vision Coverage from day one
Life and Disability Insurance to protect you and your loved ones
Employee Assistance Program (EAP) for confidential wellness support
Generous Paid Time Off, including vacation and wellness days
Employer-Matched Retirement Savings Plan (RRSP)
Professional Development Opportunities and ongoing training
Inclusive, Supportive Workplace Culture

We’re committed to helping you thrive, both at work and beyond.

Pay: $90,000.00-$100,000.00 per year

Benefits:

Company events
Dental care
Disability insurance
Employee assistance program
Extended health care
Life insurance
On-site parking
Paid time off
RRSP match
Vision care

Work Location: Hybrid remote in Waterloo, ON N2L 5A6

Quick apply

Refine Your Search

director, ai enablement jobs in waterloo, on

Director, Retail Media & Media Success (Contract)

Director, AI Enablement

Clinical Director

Executive Director

Director of Planning & Development

Executive Director

Director of Planning

Director, Enterprise Business Applications

Interim Director of Finance/ VP Finance

Director of Care - Full Time

Financial Reporting Director

Director of Care (DOC) - Full Time Temporary Contract - Riverbend

Associate Director of IPAC - Madoc

Head of Service Delivery (NetSuite)

Associate Director of Care (RPN) - Madoc

Director, Health and Wellness

Director, Corporate Services (Renfrew, ON)

Naturopathic Doctor - Assistant Clinic Director | CARESPACE Victoria North

Director of Operations

Director of Operations - Western Canada

I want to receive the latest job alerts for director, ai enablement in waterloo, on

Related Searches

Explore jobs in more locations

Job seeker tools

Employer Tools

Browse

Stay Connected