Technology Advisory Engagement Lead

Job responsibilities

• Own Delivery of Outcomes Translate client goals into clear workstreams, milestones, and outputs. Ensure delivery leads to measurable business impact, not just recommendations. Drive the “last mile” from idea → implementation → outcome.
• Translate client goals into clear workstreams, milestones, and outputs.
• Ensure delivery leads to measurable business impact, not just recommendations.
• Drive the “last mile” from idea → implementation → outcome.
• Structure and Lead the Engagement Break down complex problems into clear, actionable components. Define how work gets done across: Team members AI agents Client stakeholders Maintain momentum, clarity, and focus across the engagement.
• Break down complex problems into clear, actionable components.
• Define how work gets done across: Team members AI agents Client stakeholders
• Team members
• AI agents
• Client stakeholders
• Maintain momentum, clarity, and focus across the engagement.
• Orchestrate AI-Native Delivery Design how AI is used across the engagement: Analysis Scenario modeling Code and workflow generation Documentation Delegate work effectively to AI while maintaining quality and judgment. Ensure outputs are accurate, relevant, and decision-ready.
• Design how AI is used across the engagement: Analysis Scenario modeling Code and workflow generation Documentation
• Analysis
• Scenario modeling
• Code and workflow generation
• Documentation
• Delegate work effectively to AI while maintaining quality and judgment.
• Ensure outputs are accurate, relevant, and decision-ready.
• Ensure Quality and Coherence Review outputs across the engagement for: Logical consistency Business relevance Technical feasibility Connect the dots across workstreams—ensuring a coherent narrative and solution.
• Review outputs across the engagement for: Logical consistency Business relevance Technical feasibility
• Logical consistency
• Business relevance
• Technical feasibility
• Connect the dots across workstreams—ensuring a coherent narrative and solution.
• Interface with Client Delivery Leadership Act as primary counterpart to: CTO / CIO Program leads Product and engineering leaders Translate advisory recommendations into practical execution paths. Navigate constraints and tradeoffs in real time.
• Act as primary counterpart to: CTO / CIO Program leads Product and engineering leaders
• CTO / CIO
• Program leads
• Product and engineering leaders
• Translate advisory recommendations into practical execution paths.
• Navigate constraints and tradeoffs in real time.
• Manage Risk and Execution Reality Identify delivery risks early (technical, organizational, or commercial). Adjust approach proactively to maintain progress. Ensure recommendations are grounded in what can actually be delivered.
• Identify delivery risks early (technical, organizational, or commercial).
• Adjust approach proactively to maintain progress.
• Ensure recommendations are grounded in what can actually be delivered.
• Build Reusable Delivery Patterns Capture and refine repeatable approaches, workflows, and assets. Contribute to a growing library of: Engagement models AI workflows Decision frameworks
• Capture and refine repeatable approaches, workflows, and assets.
• Contribute to a growing library of: Engagement models AI workflows Decision frameworks
• Engagement models
• AI workflows
• Decision frameworks

Technical Skills

• Experience in consulting, product, or technology delivery roles.
• Proven ability to lead multi-disciplinary teams in ambiguous environments.

Professional Skills

• Structured Problem Solving: Can break down ambiguity into clear, actionable work. Thinks in hypotheses, tradeoffs, and outcomes.
• Can break down ambiguity into clear, actionable work.
• Thinks in hypotheses, tradeoffs, and outcomes.
• Delivery Leadership: Drives execution with focus and accountability. Balances pace with quality.
• Drives execution with focus and accountability.
• Balances pace with quality.
• System Thinking (Not Just Architecture): Understands how business processes, technology, and data fit together. Can reason about end-to-end flows and dependencies.
• Understands how business processes, technology, and data fit together.
• Can reason about end-to-end flows and dependencies.
• AI-Native Execution: Comfortable using AI to: accelerate analysis, generate outputs, improve delivery efficiency. Knows when to trust AI—and when not to.
• Comfortable using AI to: accelerate analysis, generate outputs, improve delivery efficiency.
• Knows when to trust AI—and when not to.
• Stakeholder Navigation: Works effectively across business and technology stakeholders. Communicates clearly and concisely.
• Works effectively across business and technology stakeholders.
• Communicates clearly and concisely.

Learning & Development

Responsible Use of AI in Recruitment

Accommodations

Cancellations

About Thoughtworks

Salary

• Benefits: https://www.thoughtworks.com/en-ca/careers/benefits
• See here our AI policy.