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Added 54 mins ago
Senior Software Engineer
AXIS (AXIS Capital)
Halifax, NS
Full-time
…position is for a Senior Software Engineer in the Reinsurance and Enterprise Risk, Pricing & Modelling Systems department which is responsible for the development and maintenance of AXIS’…
Added 54 mins ago
Senior Technical Product Owner
Manulife
Waterloo, ON
Full-time
We are evolving the next generation of customer identity platforms and are seeking a Senior Technical Product Owner to lead strategy, execution, and outcomes for our Customer Identity and…
Added 1 hour ago
Founding Account Executive (AI Cloud)
Featherless AI
Remote, Canada
$180,000 to $240,000 USD / year
Full-time · Remote
Featherless.ai is building the world's most reliable open-model inference platform - a serverless foundation for deploying and scaling AI without infrastructure overhead.
Added 1 hour ago
Founding Sales Engineer
Featherless AI
Remote, Canada
$150,000 to $190,000 USD / year
Full-time · Remote
Featherless.ai is building the world's most reliable open-model inference platform.
Added 1 hour ago
Senior AI Engineer
The Citco Group Limited
Halifax, NS
Full-time
…AI-assisted development, and cross-functional collaboration, you will lead the design and delivery of complex AI powered solutions that ensure clients maintain seamless access to their…
Added 1 hour ago
Director, Financial Planning & Analysis - SLC Management
Sun Life
Toronto, ON · Sun Life Toronto One York
Full-time
…analytics, and corporate strategy across a global alternatives platform. The role offers regular interaction with SLC Management's executive team, business leaders, and Sun Life…
Added 1 hour ago
Director, Financial Planning & Analysis - SLC Management
SLC Management
Toronto, ON · Sun Life Toronto One York
Full-time
…analytics, and corporate strategy across a global alternatives platform. The role offers regular interaction with SLC Management's executive team, business leaders, and Sun Life…
Added 2 hours ago
Director, Financial Planning & Analysis - SLC Management
SLC Management
Toronto, ON
Full-time
…analytics, and corporate strategy across a global alternatives platform. The role offers regular interaction with SLC Management's executive team, business leaders, and Sun Life…
Added 3 hours ago
Development Manager-Java Microservices
Raise
Toronto, ON
Full-time
As a Manager Technology, you will lead and manage Java Microservices-based engineering teams, ensuring the successful delivery of scalable, high-performance solutions. You will work closely…
Added 3 hours ago
Lead Embedded Banking Program Information Technology (IT) Manager
HSBC
Toronto, ON
Full-time
As an Embedded Banking Program Information Technology (IT) Delivery Manager you will own enterprise-scale technology delivery for embedded banking solutions spanning complex partner…
Added 3 hours ago
Senior Consultant - GCP Cloud Infrastructure Architect
Deloitte
Toronto, ON
Full-time
Lead 2–4 engineers on the delivery team and mentor client platform teams for long-term self-sufficiency.
Added 3 hours ago
Senior Consultant - GCP Data & AI Architect
Deloitte
Toronto, ON
Full-time
Lead 2–4 engineers on the delivery team; contribute to Deloitte's data-platform reference architectures, accelerators, and enablement.
Added 3 hours ago
Senior Consultant - GCP Agent Platform Architect
Deloitte
Toronto, ON
Full-time
Lead the end-to-end architecture: agent orchestration patterns (planner/executor, multi-agent hand-off, human-in-the-loop), tool and function calling, grounding on enterprise sources,…
Added 3 hours ago
Data Architect
Insight
Toronto, ON
Full-time
Design and lead modern data architectures that support analytics, business intelligence, machine learning, and AI-driven use cases.
Added 4 hours ago
Assistant Manager, Enterprise Platform Administration & Enablement
Carleton University
Ottawa, ON
Other
Job Title: Assistant Manager, Enterprise Platform Administration & Enablement
Added 6 hours ago
Enterprise Account Executive (Vancouver)
Verkada
Vancouver, BC
…experience driving new business acquisition in the Corporate Enterprise market. This person will join a growing Corporate Field Sales team and will cover a defined territory in Vancouver.…
Added 6 hours ago
Lead Security GRC
nesto
Canada
Full-time
Nesto Cloud is Canada's cloud-native and AI driven, end-to-end mortgage technology platform, helping financial institutions modernize lending through AI intelligent automation, AI & Cloud…
Added 6 hours ago
Lead Engineer
Raymond James Ltd.
Vancouver, BC
Full-time
The Lead Engineer is the senior technical engineering lead within Digital Workplace & Platform, responsible for improving the stability, resilience, automation, control effectiveness, and…
Added 6 hours ago
Lead Embedded Banking Program Information Technology (IT) Manager
HSBC Global Services Limited
Toronto, ON
As an Embedded Banking Program Information Technology (IT) Delivery Manager you will own enterprise-scale technology delivery for embedded banking solutions spanning complex partner…
Added 6 hours ago
Senior/Principal Enterprise Architect (Level 18 & Level 19) - EN 425
Export Development Canada | Exportation et développement Canada
Remote, Canada
Full-time · Remote
…passion for translating business vision into action. You will lead the design and evolution of enterprise business capabilities, facilitate the adoption of integrated frameworks, and…
Added 6 hours ago
Data Architect
Insight Enterprises, Inc.
Toronto, ON
Design and lead modern data architectures that support analytics, business intelligence, machine learning, and AI-driven use cases.
Added 7 hours 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 7 hours ago
Forward Deployed Solution Engineer – Applied AI FDE
ServiceNow
Montreal, QC
Full-time
…AI control tower for business reinvention. Our ServiceNow AI platform brings together any AI, any data, and any workflow - helping 85% of the Fortune 500® work smarter, faster, and better.…
Added 7 hours ago
Manager, Engineering
TD
Toronto, ON
Full-time
…operationalizing, and supporting solutions in compliance with enterprise and industry…
Added 7 hours ago
Front-end Software Engineering Lead & Manager, SVP
Citi
Mississauga, ON
Full-time
The Front-end Software Engineering Lead & Manager is a senior management level position that also requires hands-on engineering, responsible for accomplishing results through the management…

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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