Head of Technology and AI (Winnipeg)

Head of Technology and AI (Winnipeg)

03 Oct
|
Aequilibrium Software
|
Winnipeg

03 Oct

Aequilibrium Software

Winnipeg

Head of Technology & AI Location: Remote within Canada, with travel for client and team meetings Scope: Technology leadership across AEQ’s Financial Services and Innovate businesses Aequilibrium (AEQ) is a Canadian technology company, listed among the Top 5 Digital Agencies, Fastest Growing Tech Companies, and Top Employers in British Columbia. AEQ is looking for a technology leader to help shape and drive our next stage of growth. You will be a strategic partner to the CEO and business leaders, a credible adviser to clients, and a leader who develops our technical teams.

AI is changing what clients need from professional services. We want to help them make sound choices, improve how work gets done, and bring valuable solutions into production. You will help define where AEQ should lead, build the capabilities behind that direction, and create opportunities with clients.

You will lead senior technology conversations, help originate and win engagements, work directly on selected client assignments, and remain accountable for the quality of the solutions we propose and deliver. You will bring particular credibility to our credit union work while helping AEQ grow in healthcare, government, and other sectors. Develop and execute AEQ’s technology and AI strategy, with a focused set of priorities, investments, and measurable outcomes.

Build a point of view on how AI changes software delivery and the value clients expect from a technology partner. Build trusted relationships with senior client leaders and help them navigate complex technology and AI decisions. Serve on selected client engagements as a principal architect, strategic adviser, or fractional technology leader.

Connect technology choices to business outcomes, commercial realities, implementation risk,



and the client’s ability to sustain the solution. Provide technical leadership from the first client conversation through delivery, especially when an engagement changes direction or encounters a difficult decision. Make AI practical and responsible Lead AEQ’s AI initiatives with a clear purpose, committed capacity, and a small number of valuable initiatives.

Work with clients and teams to identify uses of AI with a credible path from experiment to production. Establish practical approaches to human review, privacy, security, quality and measurement. Coach senior technologists and help them grow as architects, client advisers and leaders.

Set clear expectations for technical ownership, decision-making and collaboration across teams. Help recruit people who add technical depth, sound judgment and initiative to AEQ. A demonstrated record of initiating, winning, and delivering technology consulting or professional services work.

Deep enough technical experience to earn the trust of architects and engineers, combined with the judgment to lead business conversations.

Experience advising senior clients, shaping complex proposals and making commitments that delivery teams can meet. Practical understanding of modern software architecture, cloud, integration, data and AI—including where AI is useful and where it introduces risk.





Experience developing technical leaders and building capabilities that extend beyond your own contributions.

Commercial understanding of a services business: scope, pricing, staffing, utilization, partnerships and client outcomes.

Experience with credit unions, digital banking, or core modernization is a strong advantage. You will lead our technology direction while giving senior technologists meaningful ownership in their areas of expertise. We will set billable and commercial targets separately so the time required to build the practice is clear.

AEQ has a focused technology and AI plan that the leadership team and technical leads are actively executing. You have helped originate or advance meaningful client opportunities, with clear evidence of your contribution. Major pursuits and engagements have credible technical leadership, sound estimates, and clear delivery ownership.

The AI pod has demonstrated a valuable capability and has a defined route to a client pilot or production use. Clients seek AEQ’s advice on consequential technology decisions, and our technical leads have grown through your coaching and trust. AEQ is at a point where a technology leader can shape what we become.

You will work directly with our founder and business leaders, influence which opportunities we pursue, and help turn promising ideas into services clients use. Our work spans credit unions, healthcare, government and immersive technology, giving you room to build an AI practice with real client problems, experienced technologists and a clear path from strategy to delivery. This full-time executive role offers a base salary of CAD $160,000–$200,000 , plus a performance bonus tied to agreed business growth, client, and leadership outcomes.

📌 Head of Technology and AI (Winnipeg)
🏢 Aequilibrium Software
📍 Winnipeg

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