AI Transformation Lead (Winnipeg)

AI Transformation Lead (Winnipeg)

06 Nov
|
Jobgether
|
Winnipeg

06 Nov

Jobgether

Winnipeg

This position is listed on behalf of a partner company, which manages all applications and next steps. Our partner is looking for an AI Transformation Lead based in Canada.

We are looking for an innovative and hands-on AI Transformation Lead to drive the adoption and integration of artificial intelligence across a growing SaaS organization. In this strategic and highly collaborative role, you will identify opportunities to transform business operations through AI-powered workflows, intelligent automation, and emerging technologies. Acting as an internal consultant and builder, you will work closely with teams across all departments to redesign processes and deliver measurable improvements in efficiency, productivity, and business performance.

You will lead AI initiatives from initial discovery and experimentation through implementation, adoption, and long-term optimization. By combining technical expertise with strong change management and communication skills, you will help teams unlock the full potential of AI while maintaining human judgment, data integrity, and customer trust. This fully remote chance offers the chance to shape the future of an cutting-edge industry within a collaborative, forward-thinking environment.

Accountabilities

Identify AI Transformation Opportunities:

Assess business operations and workflows across departments to identify high-value opportunities for AI integration, prioritizing initiatives based on their potential impact on productivity, revenue, and business outcomes.

Develop AI Transformation Roadmaps

Build and maintain a prioritized roadmap of AI-enabled initiatives, working closely with department leaders and cross-functional AI champions to align transformation projects with organizational objectives.

Redesign Business Workflows

Collaborate with teams to rethink existing processes, starting with desired business outcomes and determining the optimal balance between AI capabilities, human judgment, and interpersonal collaboration.

Build AI-Powered Solutions:

Design, develop, and deploy intelligent workflows and automations using agentic AI systems, AI-native tools, and traditional automation platforms.

Lead Experimentation and Implementation

Manage AI initiatives from initial concept and prototyping through pilot testing, deployment, and continuous improvement, ensuring successful experiments become reliable, scalable company-wide solutions.

Drive AI Adoption

Develop practical training materials, workshops, job aids, and coaching programs to help employees understand, adopt, and effectively integrate AI tools into their daily responsibilities.

Measure Business Impact





Establish performance indicators and reporting frameworks to track automation outcomes, productivity improvements, operational efficiencies, and return on investment from AI technologies and tools.

Manage AI Technology Ecosystems

Evaluate and leverage AI platforms and tools, including Claude, Cursor, and embedded AI solutions, to identify opportunities for innovation and operational improvement.

Establish AI Governance Practices

Define and maintain internal standards and best practices for responsible AI usage, data integrity, information privacy, and secure implementation.

Support Organizational Change

Partner with cross-functional leaders to communicate transformation initiatives, encourage employee engagement, overcome adoption challenges, and establish sustainable AI-enabled working practices.

Build a Culture of Innovation:

Encourage knowledge sharing, experimentation, and continuous learning while helping teams confidently explore new ways of working with artificial intelligence.

Requirements

AI Implementation Experience

Demonstrated experience taking AI or automation initiatives from initial concept to production, with measurable improvements in business performance, efficiency, or productivity.

Business Process Transformation

Proven ability to analyze, redesign, and optimize business workflows using AI, automation, and innovative technology solutions.

Practical AI Expertise

Hands-on experience with AI tools, agentic workflows, AI platforms, prompt engineering, and agent configuration.

Technical Knowledge

Understanding of how AI solutions integrate with business systems, including APIs, data flows, automation platforms, and human-in-the-loop processes.

Strategic Planning

Ability to translate organizational priorities into actionable AI transformation strategies and structured implementation roadmaps.

Cross-Functional Leadership:

Experience collaborating with department leaders and diverse stakeholders to identify opportunities, coordinate initiatives, and deliver transformation projects.

Change Management

Strong understanding of organizational change management, employee enablement, and strategies for driving technology adoption across multiple teams.

Analytical and Business Acumen

Ability to evaluate AI opportunities based on practical business value, measure outcomes,



and distinguish meaningful innovation from technology hype.

Adaptability and Problem-Solving:

Comfortable navigating ambiguity, experimenting with emerging technologies, and adapting strategies through iterative execution.

Communication Skills

Excellent communication and interpersonal abilities, with the capacity to explain complex AI concepts in accessible terms and support employees with varying levels of technical expertise.

Independent Working Style

Ability to work autonomously in a remote and asynchronous environment while maintaining strong collaboration, accountability, and team connections.

Innovation Mindset

Genuine enthusiasm for artificial intelligence, continuous learning, emerging technologies, and improving how organizations operate.

Preferred

Experience establishing internal AI communities of practice, leading change champion networks, or coordinating multi-department technology enablement programs.

Location Requirement

Must be legally eligible to work in Canada. Candidates based in Quebec are not eligible for this particular opportunity.

Benefits

Market-competitive salary

Annual base compensation ranging from

CAD $130,000 to $160,000 , depending on experience, qualifications, and skillset. Current hires are generally expected to start around the midpoint of the range.

Annual Performance Bonus

Opportunity to earn an additional annual bonus of up to 10%, based on company performance.

Fully Remote Work

Remote-first working environment with flexibility to work from eligible locations across Canada, excluding Quebec.

Health and Dental Coverage

Access to comprehensive healthcare and dental benefits.

Healthcare Spending Account

Annual healthcare spending allowance of

CAD $1,000 .

Retirement Savings Contributions

Employer contributions of up to

CAD $3,000 annually toward RRSP/TFSA savings, with no employee contribution required.

Company-Wide Holiday Closure:

Additional time to disconnect through an annual company-wide closure between December 25 and January 1.

Professional Development

Opportunities to learn, experiment with emerging technologies, and contribute to innovative AI transformation initiatives.

Company-Wide Summits:

Two in-person company gatherings each year, providing opportunities for collaboration, networking, and team connection.

Collaborative Remote Culture

Join a supportive, community-driven team that values creativity, innovation, transparency, and meaningful professional relationships.

Career Growth

Chance to take ownership of a strategic transformation function and influence the future of AI adoption across an entire organization.

📌 AI Transformation Lead (Winnipeg)
🏢 Jobgether
📍 Winnipeg

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