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

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