Software Delivery, Senior Manager - Gen AI and AI-Accelerated Modernization

Job Description

Toast is recruiting on behalf of one of Canada’s largest professional services firms, a global Big Four organization with thousands of professionals across the country. Their national Cloud and Software Engineering practice helps major Canadian organizations modernize how they build and deliver software, with a growing focus on responsible Gen AI adoption and AI-accelerated development. They are hiring a Senior Manager, Software Delivery and AI-Accelerated Modernization to lead client growth and provide technical oversight across delivery engagements. This is a senior, market-facing role based in Toronto or Calgary, working closely with a Montreal-based delivery team as part of one national practice.

 

Responsibilities

• Build and manage a pipeline of software delivery, modernization, and AI-accelerated SDLC opportunities with clients
• Lead client conversations, discovery workshops, demos, proposals, solution shaping, and executive presentations
• Position offerings around software delivery transformation, custom development, cloud modernization, DevOps, and responsible Gen AI adoption
• Translate client business problems into practical delivery approaches, technical solution options, estimates, and commercial proposals
• Support statements of work, delivery plans, staffing models, pricing inputs, and risk assessments
• Provide technical oversight across engagements to maintain quality, security, client alignment, and delivery momentum
• Partner with Montreal delivery leaders and technical teams to connect market demand with delivery capacity
• Coach managers, senior consultants, and consultants on client development, technical storytelling, solution design, and delivery excellence
• Stay current on modern software engineering, AI-assisted development, platform engineering, cloud, DevOps, test automation, and SDLC transformation trends
• Represent the team in account planning, alliance discussions, market development activities, and client-facing thought leadership
• Travel to Montreal approximately twice per year for collaboration, team building, and planning

 

Requirements

• 12+ years of experience in digital transformation, software delivery, application modernization, technology consulting, solution architecture, or a related field
• Strong technical foundation across project delivery, cloud platforms, architecture, DevOps, APIs, integration, data, security, and production operations
• Experience selling, shaping, and originating technology consulting work, including proposals, estimates, statements of work, and executive presentations
• Experience leading multidisciplinary delivery teams and managing senior client stakeholders
• Practical understanding of AI-assisted software delivery, Gen AI tooling, responsible AI adoption, prompt patterns, engineering automation, and AI-accelerated SDLC practices
• Polished presentation skills, with the credibility to represent the firm to senior stakeholders
• Ability to explain complex technical topics in clear business language and connect delivery choices to client outcomes
• Strong commercial judgment, relationship-building skills, and an eye for follow-on opportunities
• University degree in computer science, engineering, information systems, business, or a related field, or equivalent experience
• English fluency and the ability to travel for business and client needs

Nice to Haves
 

• Knowledge of ecommerce, content management systems, customer data platforms, or marketing technology platforms would be a plus
• An appreciation of UX design and the role of qualitative and quantitative research in digital delivery is considered an asset
• Experience with Microsoft Azure, AWS, Google Cloud, GitHub, Azure DevOps, modern application frameworks, or enterprise delivery platforms would be a plus
• AWS, Azure, Adobe, or Google Cloud certifications are considered an asset
• French language skills would be a plus

 

Benefits

• Compensation listed on the posting is for base salary. Total compensation includes base salary + annual bonuses. 
• Lead how some of Canada’s largest organizations adopt Gen AI in their software delivery, shaping practices that reach thousands of developers and end users
• Build and grow a national practice, with direct influence over which opportunities the firm pursues and how delivery teams are staffed and run
• Mentor the next generation of consultants and managers, developing the technical and client leaders of the practice
• Work at the front edge of AI-accelerated modernization with the backing, client roster, and resources of a global firm