Transformation Delivery Lead

Jobgether; Canada; Hybrid; CAD 140,000 - 190,000; Full time

Benefits offered by this job

Flexible PTO

Health, dental, vision insurance

401(k) with employer matching

Continuous education opportunities

Wellness programs

Job summary

Jobgether is seeking a Transformation Delivery Lead based in Canada to drive large-scale business and technology transformations. You’ll partner with senior executives to define strategic priorities, operating models, and roadmaps, while leading transformation initiatives from assessment through adoption and long-term impact.

You will champion AI-powered tools and modern delivery practices to boost productivity and quality, working across product, design, engineering, and business functions in a

Qualifications

• 15+ years of experience in enterprise transformation or management consulting.
• Proven track record delivering complex transformations end-to-end.
• Experience delivering enterprise software across full lifecycle (ideation, design, engineering, testing, deployment, production).
• Strong understanding of product-centric operating models, Agile, and PDLC/SDLC practices.
• Ability to improve delivery performance through redesigned processes, governance, and delivery frameworks.
• Hands-on interest in AI-powered development tools and Spec-Driven Development.
• Excellent executive communication and stakeholder management skills.
• Willingness to travel typically less than 25%.

Responsibilities

• Lead end-to-end enterprise transformation initiatives using Blueprint, Pilot, Scale, and Operate approach from discovery to adoption.
• Facilitate executive workshops with senior stakeholders to define target operating models and roadmaps.
• Assess and redesign processes and product development practices for efficiency and time-to-market.
• Lead pilot initiatives to validate new workflows and delivery practices.
• Drive scalable transformation practices including change management and governance.
• Identify and integrate AI opportunities across product management, design, engineering, and delivery operations.
• Collaborate to develop proposals and shape consulting engagements.

Skills

Enterprise transformation leadership

Executive communication

Stakeholder management

Agile methodologies

Product operating models

AI-powered development practices

Change management

Delivery leadership

Education

Bachelor's degree in a relevant discipline

Graduate degree and professional certifications (assets)

Job description

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

As a Transformation Delivery Lead, you will drive large-scale business and technology transformations, helping organizations rethink how they operate, build products, and deliver value. You will work closely with senior executives and cross-functional teams to define strategic priorities, design future operating models, and lead transformation initiatives from initial assessment through implementation and long-term adoption. Combining strategic advisory with hands-on delivery leadership, you will help organizations modernize their product and engineering practices. You will also champion the integration of AI-powered tools and development methodologies to improve productivity, quality, and delivery speed. This role offers the opportunity to influence organizational change, deliver measurable business outcomes, and shape innovative solutions across diverse industries. You will join a collaborative, international consulting environment that values curiosity, innovation, and continuous improvement.

Accountabilities

• Lead end-to-end enterprise transformation initiatives using a structured Blueprint, Pilot, Scale, and Operate approach, from initial discovery and current-state assessments to implementation and sustainable adoption.
• Facilitate executive workshops and collaborate with senior stakeholders to define target operating models, transformation roadmaps, governance structures, priorities, and measurable success criteria.
• Assess existing organizational processes and product development practices, identifying opportunities to improve efficiency, collaboration, quality, predictability, and time-to-market.
• Redesign product-centric operating models, including team structures, roles, responsibilities, decision-making processes, and collaboration across product, design, engineering, and business functions.
• Lead pilot initiatives to validate new workflows, tools, and delivery practices, using measurable results to guide broader organizational adoption.
• Drive the implementation of scalable transformation practices, including change management, leadership coaching, delivery playbooks, and repeatable operational frameworks.
• Identify and integrate AI opportunities across product management, design, engineering, quality assurance, and delivery operations.
• Lead experimentation with AI-enabled development approaches, including coding agents, AI-assisted software development, rapid prototyping, and Spec-Driven Development.
• Measure the impact of new technologies and practices, scaling successful initiatives into reusable capabilities supported by appropriate governance.
• Manage cross-functional dependencies, resolve delivery challenges, and maintain alignment between executive stakeholders and operational teams.
• Oversee engagement performance, including scope, budgets, resource allocation, staffing, quality, risk management, and client satisfaction.
• Collaborate with Sales, Solutions, and Client Partners to develop proposals, shape consulting engagements, identify growth opportunities, and support commercial success.
• Contribute to practice development by creating reusable methodologies, sharing industry insights, mentoring colleagues, and strengthening organizational capabilities.

Requirements

• 15+ years of relevant professional experience in enterprise transformation, management consulting, product operating models, technology delivery, or related fields.
• Proven track record leading complex business and technology transformations from strategic planning through execution, adoption, and measurable results.
• Extensive experience managing enterprise software delivery across the complete lifecycle, including product ideation, design, engineering, testing, deployment, and production release.
• Strong understanding of product-centric operating models, Agile methodologies, and end-to-end Product Development Lifecycle (PDLC) and Software Development Lifecycle (SDLC) practices.
• Demonstrated ability to improve organizational delivery performance through redesigned processes, operating models, governance structures, and delivery frameworks.
• Practical technical knowledge of modern software development practices, engineering workflows, automation, and technology delivery economics.
• Hands-on interest and experience experimenting with AI-powered development tools, including coding assistants, autonomous agents, rapid prototyping, and Spec-Driven Development.
• Strong executive communication and stakeholder management skills, with the ability to influence senior leaders, facilitate complex decisions, and navigate organizational ambiguity.
• Proven commercial acumen, including experience shaping consulting engagements, developing proposals, managing financial performance, and identifying account growth opportunities.
• Excellent facilitation, analytical, problem-solving, and executive presentation skills.
• Experience developing methodologies, coaching teams, and building sustainable capabilities within client organizations and consulting environments.
• Bachelor's degree in a relevant discipline required; a graduate degree and relevant professional certifications are considered assets.
• Flexibility to travel as required, typically less than 25% of the time.

Benefits

• Competitive compensation, with the following disclosed annual salary ranges for specific US locations:
  • Colorado: USD 145,000-200,000.
  • New York City: USD 145,000-200,000.
• Flexible paid time off (PTO) and work-from-home policies.
• Health, dental, and vision insurance coverage starting on the first day of employment.
• 401(k) retirement plan with employer matching.
• Continuing education and professional development opportunities.
• Health and wellness programs supporting employee well-being.
• Company lunches, social outings, and complimentary snacks.
• Additional location-specific benefits and perks.
• Opportunity to work with diverse international teams across multiple industries.
• Exposure to innovative technologies, enterprise transformation initiatives, and AI-powered development practices.
• A collaborative working environment that encourages creativity, professional growth, knowledge sharing, and work-life balance.