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Added 11 hours ago
Senior Fullstack (Node/Typescript/Angular)
Resonaite
Toronto, ON
Contract
Our client is seeking a contract based Senior Software Developer to support the modernization, migration, and ongoing delivery of business-critical applications. This is a highly hands-on…
Added 13 hours ago
Java Fullstack Architect
Avanciers Inc.
Mississauga, ON
Full-time
We are seeking a highly skilled Java Architect with 15+ years of experience designing and delivering enterprise-scale applications. The ideal candidate will possess strong expertise in Java…
Added 16 hours ago
Senior SailPoint IIQ Engineer
Cognizant
Brampton, ON
Full-time
We are seeking a Lead SailPoint IdentityIQ Engineer with strong expertise in Identity Governance and Administration (IGA), SailPoint IdentityIQ implementation, and IAM operations. This role…
Added 16 hours ago
Senior Java Microservices Engineer
Publicis Sapient
Calgary, AB
Full-time
We are looking for highly skilled Senior Java Microservices Engineer to join a strategic client engagement in Calgary. We are looking for a hands-on senior engineer who combines strong…
Added 18 hours ago
Staff Software Engineer, OIN
Okta
Toronto, ON
$160,000 to $220,000 CAD / year
Full-time
Lead discovery and technical scoping for new requirements, turning ambiguous product asks into a concrete architecture, phased delivery plans, and credible estimates, in close partnership…
Added 18 hours ago
Java Architect
Futran Solutions
Mississauga, ON
Full-time
We are seeking a highly skilled Java Architect with 15+ years of experience designing and delivering enterprise-scale applications. The ideal candidate will possess strong expertise in Java…
Added 20 hours ago
Full Stack Architect
HTD Resources
Toronto, ON
Full-time
We are looking for a Full Stack Architect with strong hands-on expertise in Java and Angular and proven experience delivering large-scale software projects for banking/financial services…
Added 21 hours ago
Senior Java Microservices Engineer
Publicis Groupe Holdings B.V
Calgary, AB
Full-time
We are looking for highly skilled Senior Java Microservices Engineer to join a strategic client engagement in Calgary. We are looking for a hands-on senior engineer who combines strong…
Added 1 day ago
Principal Cloud & AI Apps Solution Engineer
Microsoft
Toronto, ON
Full-time
Lead strategic Agentic AI and AI-powered application customer engagements, bringing deep expertise in application architecture, agent development, application modernization, and…
Added 1 day ago
Senior Lead, Site Reliability Engineering (SRE)
BMO
Toronto, ON · SCC
Full-time
We are seeking a highly motivated and technically strong Senior Lead, Site Reliability Engineering (SRE) to provide technical leadership within the DCOE Reliability Engineering…
Added 1 day ago
Manager, Software Engineering
Mastercard
Vancouver, BC
Full-time
We are seeking a Manager, Software Engineering to lead the development and evolution of Mastercard's Sanctions Screening solutions. These solutions help financial institutions assess…
Added 1 day ago
Manager, Software Engineering (Sanction Service)
Mastercard
Vancouver, BC
Full-time
We are seeking a Manager, Software Engineering to lead the development and evolution of Mastercard's Sanctions Screening solutions. These solutions help financial institutions assess…
Added 1 day ago
Data Architect
BrainRidge Consulting
Toronto, ON
Full-time
Lead enterprise data migration, integration, and modernization initiatives, ensuring quality, compliance, and continuity
Added 2 days ago
Staff Software Developer (Pre-ID Relo)
Intuit
Toronto, ON
Full-time
Lead modernization and re-platforming strategy: sequencing, migration paths, and risk management, while keeping systems running
Added 2 days ago
Development, Lead
Interac Corp.
Toronto, ON · Interac Corp. Head Office
Full-time
Reporting to the Leader, Product Core, Money Movement, the Development, Lead is responsible for providing technical leadership and hands-on development expertise for Interac's Money…
Added 2 days ago
Quality Engineering Analyst-CAN
Infosys
ON
…conduct requirement analysis, define test strategy & design and lead execution to guarantee superior outcomes. You will have the opportunity to collaborate with some of the best talent in…
Added 2 days ago
Senior Solutions Architect (Pre-Sales)
Jobgether
Canada
$130,000 to $180,000 CAD / year
Full-time
You will act as a trusted technical advisor, guiding organizations through complex architecture decisions and technology modernization initiatives.
Added 2 days ago
BUSINESS PROG & SOLUTIONS SPECIALIST(Full Stack Software Specialist)
City of Toronto
Toronto, ON
…strategic leadership in digital client services and process modernization for the Children's Services Division. We help to leverage AI and Cloud technologies, modern Agile and DevOps…
Added 2 days ago
Sr. Back-End Java Developer, TD Securities
TD
Toronto, ON
Full-time
Lead the design, development, and maintenance of robust, scalable backend services and APIs using Java (versions 17, and 21) with Spring Boot, supporting critical platforms such as Atomic…
Added 2 days ago
Sr. Consultant, Solution Design and Strategy-Payments
CIBC
Toronto, ON
Full-time
Enterprise Wires Modernization (EWM) is a multi-year program that will implement a new modernized wire payment platform in several phases and workstreams. As Solution Consultant for EWM,…
Added 5 days ago
Associate Director - Lead Software Developer
RBC
Toronto, ON
Full-time
As a Lead Full Stack Software Developer operating within an Agile product team, your primary role will be designing, coding and delivering highest-quality software solutions. You will also…
Added 5 days ago
Senior Manager, Back-End Development
Royal Bank of Canada
Toronto, ON
Full-time
As part of a major payment modernization initiative, Royal Bank of Canada is seeking a hands-on Senior Manager to lead a team of backend developers while actively contributing to code…
Added 5 days ago
Senior Forward Deployment Engineer
Luxoft
Mississauga, ON
Full-time
The role combines senior software engineering, DevOps, SRE, test automation, application security, and legacy modernization. Approximately 70% of the work involves hands-on coding and…
Added 5 days ago
Associate Director - Lead Software Developer
Royal Bank of Canada
Toronto, ON
Full-time
As a Lead Full Stack Software Developer operating within an Agile product team, your primary role will be designing, coding and delivering highest-quality software solutions. You will also…
Added 5 days ago
BUSINESS PROG & SOLUTIONS SPECIALIST
City of Toronto
Toronto, ON
…strategic leadership in digital client services and process modernization for the Children's Services Division. We help to leverage AI and Cloud technologies, modern Agile and DevOps…

Redwood Software

Director Engineering

Canada

Experience: 15+ years of experience in software/product engineering, with significant experience in engineering leadership roles.
Posting language: English
Posted: Sep 25, 2026

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Original job description

About the Role

We are looking for a Director of Engineering – AI & Full-Stack SaaS to lead the engineering strategy and execution for a highly scalable, enterprise-grade SaaS platform.

This role is ideal for a strong engineering leader who combines deep software engineering expertise, enterprise SaaS experience, cloud-native architecture, full-stack product development, and practical AI/GenAI adoption.

The successful candidate will lead multiple engineering teams, drive architectural and technical decisions, improve engineering velocity and quality, and help embed AI across the software development lifecycle and product engineering ecosystem.

Key Responsibilities

Lead and mentor multiple engineering teams responsible for building and delivering enterprise SaaS products.
Define and execute the engineering strategy, technical roadmap, architecture and development standards.
Drive development of highly scalable, secure, reliable and cloud-native SaaS applications.
Provide technical leadership across backend, frontend, APIs, microservices and distributed systems.
Drive adoption of AI/GenAI tools and capabilities across the engineering lifecycle, including development, testing, code quality, productivity and automation.
Partner closely with Product, Architecture, DevOps, Security and other cross-functional teams to deliver business-critical capabilities.
Establish engineering best practices around design, coding, testing, CI/CD, observability, performance and reliability.
Own engineering delivery, quality, scalability and operational excellence across multiple product areas.
Identify and resolve complex technical and architectural challenges.
Build a high-performing engineering culture focused on innovation, ownership, collaboration and continuous improvement.
Evaluate emerging technologies and identify opportunities to leverage AI and automation to improve engineering productivity and product capabilities.
Drive technical modernization and evolution of existing enterprise platforms.
Communicate technical strategy, risks, priorities and progress effectively to senior leadership and stakeholders.

Required Skills & Experience

15+ years of experience in software/product engineering, with significant experience in engineering leadership roles.
Proven experience leading large/multi-team engineering organizations.
Strong background in enterprise SaaS product development.
Excellent understanding of full-stack software engineering and modern application architecture.
Strong experience with Java / Spring Boot / or comparable enterprise backend technologies.
Strong understanding of microservices, APIs, distributed systems and cloud-native architectures.
Hands-on experience with AWS, Azure or GCP.
Experience building and scaling highly available, secure and resilient SaaS platforms.
Strong understanding of modern frontend technologies and full-stack development practices.
Experience with DevOps, CI/CD, automated testing and engineering productivity practices.
Demonstrated experience adopting or implementing AI/GenAI technologies within software engineering or enterprise products.
Strong architectural and technical problem-solving capabilities.
Excellent people leadership, stakeholder management and communication skills.

Good to Have

Experience with LLMs, Generative AI, AI agents or AI-powered developer tools.
Experience integrating AI into enterprise SaaS products.
Experience driving AI-assisted software development / AI-first SDLC
Experience with workflow automation, orchestration or enterprise automation platforms.
Experience working with mission-critical enterprise applications.
Experience managing geographically distributed engineering teams.
Strong exposure to product-led engineering environments.

Ideal Candidate

The ideal candidate is a technology and people leader, rather than an AI researcher alone. They should have a strong track record of building and scaling enterprise software teams and products, while also demonstrating the ability to identify practical AI opportunities and integrate AI into modern engineering and SaaS product development.

Candidates from enterprise SaaS, cloud platforms, automation, workflow, IT management, enterprise software and AI-enabled product companies would be particularly relevant.

If you like growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!

THE LEGAL BIT
Redwood is an equal opportunity employer. Redwood prohibits unlawful discrimination based on race, colour, religion, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member), sexual orientation, pregnancy or any other consideration made unlawful by regional or local laws. We also prohibit discrimination based on a perception that anyone has any of those characteristics or is associated with a person who has or is perceived as having any of those characteristics. All such discrimination is unlawful and will have a zero tolerance policy applied to it.

Redwood will comply with all local data protection laws, including GDPR when it comes to the handling and processing of personal data. Should you wish for us to remove your personal data from our recruitment database, please email us directly at Privacy@Redwood.com

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More about this job

Responsibilities

Lead and mentor multiple engineering teams to define and execute the technical roadmap for enterprise SaaS products. Drive the adoption of AI/GenAI technologies across the engineering lifecycle while ensuring high scalability, security, and operational excellence.

Requirements

Requires 15+ years of experience in software engineering with a strong background in enterprise SaaS and leadership roles. Candidates must possess deep expertise in full-stack development, cloud-native architectures, and modern engineering practices.

Skills

Engineering Leadership
Enterprise SaaS
Cloud-native Architecture
Full-stack Development
AI/GenAI Adoption
Java
Spring Boot
Microservices
Distributed Systems
AWS
Azure
GCP
DevOps
CI/CD
Stakeholder Management
Technical Strategy

Visa sponsorship

Not detected in the job text

Keywords

Director of Engineering
AI
GenAI
SaaS
Enterprise Software
Cloud-native
Java
Spring Boot
Microservices
APIs
Distributed Systems
AWS
Azure
GCP
DevOps
CI/CD
Observability
Scalability
Automation
LLMs
AI Agents
Technical Leadership
Product Engineering
Architecture
Performance
Reliability
Workflow Automation
Engineering Productivity
Modernization

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