Sr Technical Program Manager – AI Delivery & Operations

Duck Creek Technologies, Inc.

Job Overview

Location

Remote, Canada

Job Type

Full-time

Full Job Description

📋 Description

• Lead delivery planning and execution for multiple concurrent software and AI-enabled product initiatives, managing timelines, dependencies, risks, and operational readiness activities.
• Coordinate cross-functional collaboration across Product Management, Engineering, Data, Security, Legal, Support, and business stakeholders to ensure successful delivery outcomes.
• Establish and maintain delivery governance practices, operational cadences, reporting standards, and program communication processes for assigned initiatives.
• Monitor program health indicators, delivery progress, operational risks, and release readiness; escalate issues and recommend mitigation strategies as appropriate.
• Support implementation and continuous improvement of agile and product delivery practices aligned with team maturity, operational complexity, and organizational objectives.
• Partner with technical teams to translate architecture discussions, system dependencies, and implementation considerations into executable delivery plans and operational milestones.
• Coordinate release readiness activities for AI-enabled products, including deployment planning, operational support preparation, documentation alignment, and stakeholder communication.
• Support operational adoption of AI-enabled development practices, tooling, and workflow improvements to enhance delivery effectiveness and engineering efficiency.
• Contribute to the refinement and execution of operational processes supporting AI lifecycle management, governance checkpoints, and production readiness activities.
• Collaborate with engineering and data teams to ensure operational visibility into AI-related delivery metrics, technical dependencies, usage trends, and implementation risks.
• Identify process inefficiencies, workflow gaps, and cross-functional coordination challenges; recommend and implement operational improvements to enhance delivery effectiveness.
• Provide technical leadership, delivery guidance, mentoring, and knowledge sharing across teams and stakeholders within assigned areas of responsibility.
• Apply knowledge of software development lifecycle (SDLC) methodologies, agile delivery principles, and product development operational practices to guide program execution.
• Utilize knowledge of AI and machine learning product development concepts, including deployment, monitoring, and operational lifecycle considerations.
• Apply knowledge of AI-enabled software delivery practices, including model deployment, workflow automation, and AI-assisted development tooling.
• Use delivery management tools such as Jira, Confluence, Azure DevOps, and Microsoft 365 applications to manage program workflows and documentation.
• Manage multiple concurrent initiatives with competing priorities, timelines, and stakeholder expectations while maintaining operational clarity.
• Facilitate collaboration and communication across technical, operational, and business-focused teams to align delivery outcomes with business goals.
• Identify operational risks, process gaps, and dependency conflicts, and implement corrective actions to maintain program momentum.
• Interpret technical implementation discussions and translate them into structured delivery activities and operational plans.
• Support release coordination, deployment readiness, and operational transition activities for AI-enabled capabilities.
• Exercise independent judgment to prioritize work within established organizational objectives and operational frameworks.
• Provide technical leadership and mentoring in dynamic, evolving delivery environments.
• Analyze operational data, delivery metrics, and workflow effectiveness to drive continuous improvement.
• Adapt to changing technologies, evolving operational requirements, and shifting business priorities.
• Work effectively across geographically distributed teams and multicultural working environments.
• Travel is required for 10–25% of the time to support delivery initiatives and stakeholder engagements.

🎯 Requirements

• Bachelor’s degree in Computer Science, Information Systems, Engineering, Business, or a related field, or equivalent professional experience
• 8+ years of experience in technical program management, software delivery management, agile delivery leadership, or related operational leadership roles
• Experience leading complex cross-functional software delivery initiatives across distributed or global teams
• Experience working with software development lifecycle (SDLC) methodologies, agile delivery practices, and product development operations
• Experience supporting delivery of AI-enabled products, machine learning initiatives, data-intensive platforms, or workflow automation capabilities (preferred)
• Familiarity with Knowledge Graph concepts, ontology frameworks, and LLM-enabled product capabilities (preferred)

🏖️ Benefits

• Flexible work environment with remote-first and hybrid options
• Employer-sponsored health, dental, and vision benefits
• Retirement savings support including an RRSP program with 3% employer match
• Paid statutory holidays, vacation, and other paid leaves in accordance with provincial standards
• Employee Assistance Program (EAP)
• Annual bonus compensation eligibility, subject to plan terms and individual eligibility

Skills & Technologies

Azure

Senior

Remote

Degree Required

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Duck Creek Technologies, Inc.

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About Duck Creek Technologies, Inc.

Duck Creek Technologies provides cloud-based software for property and casualty insurers worldwide. Its SaaS platform supports policy administration, claims management, billing, rating, data insights, and digital engagement. Serving carriers, managing general agents, and brokers, the company enables rapid product deployment, workflow automation, and regulatory compliance. Duck Creek integrates with third-party data sources and emerging technologies, helping insurers reduce IT costs, accelerate speed-to-market, and enhance customer experience across personal, commercial, and specialty lines.

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