Find work in Canada.

443,830 jobs across our Canadian network. How we count

Jobs in Canada

Email me new jobs Save this search

Added 2 months ago
K
Senior Software Engineer, AI
Klue
Toronto, ON
- $140,000 to $230,000 CAD / year
- Full-time
We're looking for a Senior Software Engineer to join our team in Toronto, focusing on building and optimizing state-of-the-art LLM-powered agents that can reason, plan and automate…
Added 2 months ago
BC
AI/ML Ops Engineer
Blackpoint Cyber
Remote, Canada
- $131,000 to $164,250 CAD / year
- Full-time
- Remote
As AI/ML Ops Engineer, you will own the operational backbone of Blackpoint's AI/ML capability - taking models from training through production deployment and owning the full AI/ML loop…
Added 2 months ago
TA
Lead AI Engineer
Tiger Analytics
Canada
- Full-time
Tiger Analytics is seeking a highly experienced Lead AI Engineer to lead the end-to-end AI Engineering workstream for the Luma platform. This is a hands-on technical leadership role…
Added 1 month ago
OT
Lead Site Reliability Administrator
Open Text Corporation
Mississauga, ON
- Other
As a Site Reliability Engineer (SRE) at OpenText, you will be responsible for ensuring the reliability, scalability, and performance of our cloud infrastructure. You will work closely with…
Added 2 months ago
CG
Senior Machine Learning Engineer, Causal & Decision Systems
CSC Generation
Toronto, ON
- Full-time
CSC Generation is building closed-loop decision systems that use machine learning to operate consumer businesses more intelligently. We are starting with pricing and expanding into areas…
Added 2 months ago
U
Senior Full Stack Engineer
UST
Toronto, ON
- Full-time
UST is searching for a Senior Full Stack Engineer with strong Front End expertise to help build and scale high‑impact digital platforms used by millions of users. This is an opportunity to…
Added 2 months ago
M
Sr. Cloud Platform Specialist
McKesson
Mississauga, ON
- Full-time
Mckesson's Sr. Cloud Platform Specialist design, build, configure, test, deploy, maintain, and support McKesson’s cloud services, platforms, and solutions. This is a hands-on, technically…
Added 1 month ago
S
Software Engineer II - Agentic AI Foundations
Socure
Toronto, ON
- $135,000 to $175,000 CAD / year
- Full-time
The Agentic AI Foundations team is building the core platform, systems, and primitives that enable Socure to transition from traditional software workflows to agent-native operations. As a…
Added 2 months ago
PF
AI Engineer
PureFacts Financial Solutions
Toronto, ON
- $100,000 to $120,000 CAD / year
The AI Engineer (LLM/Agent) will own the conversational layer that describes Purefacts’ ML model outputs to end users, develop a “Revenue Assistant” Agent from R&D through to prototype, and…
Added 2 months ago
SI
Sr. Staff AI Full Stack Engineer
Synopsys Inc
Mississauga, ON
- Full-time
You are a passionate engineer who thrives in fast-paced, innovative environments. You have a deep understanding of software engineering principles and a strong command of Python, with the…
Added 2 months ago
TA
Senior/Staff Applied AI Engineer
Tali AI
Toronto, ON
- Full-time
…with the fragmented landscape of North American health-record…
Added 2 months ago
W
Senior AI Engineer
Workday
Vancouver, BC · Canada, BC, Vancouver
- Full-time
As an AI Engineer in Agent Factory, you’ll design and build the core ML systems behind Workday’s next generation of AI agents. Working within a small, senior, cross-functional pod, you’ll…
Added 2 months ago
AI Application Security Architect
ACV
Toronto, ON
Company-wide security architect for AI systems and the applications built around them. Defines ACV's target-state secure architecture, reference architectures, and standards for machine…
Added 2 months ago
ES
Machine Learning Engineer - Express Scripts Canada
Express Scripts Pharmacy Benefit Services
Mississauga, ON
- Full-time
Express Scripts Canada is looking for a Machine Learning Engineer to join our Team. The successful candidate will design, build, and operate data pipelines and ML services that detect…
Added 1 month ago
D
Chief Software Engineering Architect
DataStealth
Mississauga, ON
- Full-time
…cryptography, tokenization, and key management correctly in real systems - and you have firsthand experience applying AI and ML to hard security problems, not as a buzzword, but as…
Added 2 months ago
S1
Full-Stack Machine Learning Engineer
Signal 1
Toronto, ON
- Full-time
Build the AI core of the product: Design and implement the systems that ground agents in a hospital's own context, evaluate their behavior in a dynamic environment, and turn agent activity…
Added 2 months ago
C
Member of Technical Staff, Agentic Environments
Cohere
Remote, Canada
- Full-time
- Remote
…achieve for production environments, and we're seeking a senior engineer who understands the practical challenges of making AI systems work at scale. This role demands deep technical…
Added 2 months ago
W
Software Engineer III - Visual AI Technology
Wayfair
Toronto, ON
- $192,047 to $211,914 CAD / year
- Full-time
…visual experiences for millions of customers. As a Software Engineer III on this team, you will build and maintain the core systems, APIs, and ML infrastructure that power our generative…
Added 2 months ago
PI
Java Lead Engineer / Architect - Agentic AI
Princeton IT Services, Inc
Toronto, ON
- Full-time
We are seeking a highly experienced Java Lead Engineer / Architect to design and build next-generation distributed platforms focused on edge computing, backend services, and AI/ML…
Added 2 months ago
ML Engineer
Tigera
Vancouver, BC
…in production. Our data infrastructure is in place; the ML systems built on top of it are yours to…
Added 2 months ago
A
Senior Site Reliability Developer
Autodesk
Toronto, ON · AMER - Canada - Ontario - Toronto - University Ave
- Full-time
…infrastructure. Reporting to the Engineering Manager, you will be leading design and development of resilient and scalable architecture and innovative solutions for the platform. You will…
Added 2 months ago
P
Senior Robotics Engineer - Capture Systems
Peripheral
Toronto, ON
- Full-time
We're seeking a Senior Robotics Engineer to lead Peripheral's Capture Systems team and architect our entire spatial data capture suite - the sensing infrastructure that everything…
Added 2 months ago
P
Senior Machine Learning Engineer - Reconstruction
Peripheral
Toronto, ON
- Full-time
…and the responsibility to turn the best ones into real-world systems by leading a team of talented researchers and infrastructure engineers. You’ll also help define how research is…
Added 2 months ago
P
Infrastructure Engineer - Platform
Peripheral
Toronto, ON
- Full-time
…engineering teams to turn models and modules into scalable production systems. This is a highly architectural role that requires strong systems thinking and deep experience in DevOps and…
Added 2 months ago
RB
Staff Engineer – Software Development, Architecture, Security & Governance
Royal Bank of Canada
Toronto, ON
- Full-time
We are seeking a highly skilled and experienced Staff Engineer to join our Enterprise Architecture team, leveraging their expertise in full-stack development, backend engineering, API…

DataStealth

Chief Software Engineering Architect

Mississauga, ON, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Posting language: English
Posted: Aug 27, 2026

Original job description

About DataStealth:

DataStealth is a single, unified data security platform (DSP) that discovers, classifies, and protects sensitive data across your entire environment, from on-premise to legacy cloud to cloud; wherever your data lives or flows, we protect it using the latest technologies and AI. We do this without requiring complex integrations or changes to your existing applications, ensuring security that enables, rather than hinders, your business. By seamlessly applying data protection strategies, such as tokenization, we ensure that even if your perimeter is breached, your data remains unusable if it falls into the wrong hands.

About You:

You're the most senior technical mind in the company - a hands-on architect who still writes code, still ships, and still de-risks the hardest problems personally. You set the technical direction for the entire platform, own the architecture roadmap end-to-end, and lead our team of Principal and Distinguished Engineers through technical credibility rather than authority. You think in decades of system evolution, but you prove your ideas in weeks of working code. You have deep experience building security products - you know how to apply cryptography, tokenization, and key management correctly in real systems - and you have firsthand experience applying AI and ML to hard security problems, not as a buzzword, but as engineering. You are comfortable being the final technical escalation point for anything the team cannot solve, and equally comfortable pairing with a senior engineer at a keyboard to unblock a nasty distributed systems bug.

Role Overview:

The Chief Software Engineering Architect is the most senior technical role at DataStealth. You own the overall technical strategy, architecture, and engineering standards for the entire DSP platform, and you lead the technical direction of our most senior engineering cohort. Crucially, this is not a non-coding architect role. You are expected to be hands-on in code roughly 30–50% of the time - writing our most difficult components, leading applied research and experimental development to de-risk our riskiest projects, and prototyping the designs you propose before asking anyone else to commit to them.

Our Principal and Distinguished Engineers report to you for technical leadership - direction, design review, unblocking, architectural calls, and the growth of their craft. Management is a shared function. The executive team retains ownership of performance reviews, compensation, career progression decisions, and the bulk of day-to-day people management. Your reports are self-motivated senior ICs, and the expectation is that you lead them more like a principal technical lead than a traditional engineering manager - keeping the management overhead light so you can stay deeply technical.

Based in Mississauga with a hybrid schedule (4 days in-office per week), you will work directly with the CTO and executive team on multi-year technical strategy, and directly with our Principal and Distinguished Engineers on the code that matters most. This role defines what "done right" means at DataStealth.

What You Will Do:

Technical Strategy & Architecture Leadership

Own the multi-year technical roadmap and architecture vision for the DataStealth DSP across discovery, classification, tokenization, encryption, and key management

Define and evolve engineering standards, platform RFCs, technology selection, and "paved paths" that Principal and Distinguished Engineers build on

Partner with the CTO, product, and security leadership on build-vs-buy, platform bets, and competitive technical strategy

Represent DataStealth's architecture externally to enterprise customers, design partners, auditors (PCI-DSS, SOC 2), and the broader security community

Hands-On Deep Technical Work

Write production code in our hardest, highest-risk subsystems - tokenization engine internals, high-throughput data-path services, security-critical platform components, and cross-cutting platform libraries

Lead applied research and experimental development to de-risk our most ambitious projects: timeboxed prototypes, spikes, and reference implementations that the broader team then productionizes

Set the quality bar through exemplar code, design reviews, and technical mentorship of Principal and Distinguished Engineers

Work across the stack using the right language for the job: Java (primary), TypeScript/Node.js, Golang, and Rust

Security Architecture & Threat Leadership

Own end-to-end security architecture for the platform: threat models, trust boundaries, applied cryptographic design, key hierarchies, HSM integration, and compliance boundaries for PCI-DSS, SOC 2, GDPR, and related frameworks

Apply the right cryptographic tools for the job - not invent them. You know which primitives to use, which libraries to trust, how to design key hierarchies and rotation, where HSM boundaries belong, and how to structure systems so compliance and operational reality both hold

Act as the final technical escalation point for novel security questions, adversarial scenarios, and high-stakes architectural trade-offs

Drive secure-by-design engineering culture: threat modeling as a first-class engineering artifact, not an afterthought

AI in Security Products

Define and lead DataStealth's application of AI and ML to security problems - data classification, anomaly and sensitivity detection, analyst augmentation, and agentic automation

Own the technical strategy for combining classical detection (regex, structured matchers, tokenization) with ML-based classification (transformer classifiers, embedding-based similarity, small distilled models) and LLM-based augmentation where appropriate

Establish DataStealth's defensive posture around AI-specific risks: prompt injection, training data leakage, model poisoning, and adversarial ML - aligned to NIST AI RMF, OWASP LLM/ML Top 10, and MITRE ATLAS

Evaluate and prototype emerging patterns (agentic security workflows, RAG over telemetry, privacy-preserving inference) and make clear recommendations on what DataStealth adopts, builds, or rejects

Cloud, Platform & Operational Excellence

Set architectural direction for cloud-native deployment across AWS, Azure, and GCP - resilience, observability, cost, multi-region, and regulated-workload patterns

Define standards for CI/CD, container orchestration (Kubernetes/Docker), observability (Prometheus, Grafana, OpenTelemetry, ELK), and infrastructure-as-code (Terraform, Pulumi)

Lead architectural decisions on event-driven backbones, data stores across paradigms, and high-throughput processing systems

Engineering Leadership & Culture

Provide technical leadership to the Principal and Distinguished Engineer cohort who report to you - design review, architectural direction, unblocking, and craft development through RFCs, architecture guilds, and direct technical mentorship

Work as a principal technical lead, not a traditional line manager - the executive team handles performance reviews, compensation, and the bulk of people-management load so you can stay deeply technical

Drive AI-augmented engineering practices across the team - directing agentic AI coding tools (Claude Code, Copilot, Cursor, open-source agents) as disciplined engineering partners, setting the bar on review, testing, and production quality for AI-generated code

Help hire, grow, and retain our most senior technical talent; raise the technical bar through mentorship, documentation, and visible engineering excellence

Work cross-functionally with Product, Security, Customer Success, and executive leadership to translate the hardest customer problems into coherent technical strategy

What You Bring:

Required

15+ years of professional software engineering experience, with at least the last 5 in the most senior IC technical role at your organization (Chief Architect, Distinguished Engineer, Technical Fellow, Principal Architect, or equivalent)

Demonstrated hands-on coding at the most senior level - you have shipped production code in a Chief Architect or Distinguished Engineer role, not just approved designs. Expect to discuss specific systems you personally built and projects you personally de-risked through experimental development

Deep expertise in Java and JVM languages (required) plus at least two of TypeScript/Node.js, Golang, or Rust, with demonstrated ability to move fluently between them

Deep experience building security products - data security, tokenization, encryption, key management, DLP, CASB, EDR, or equivalent. You are a strong applier of cryptography: you know which primitives, libraries, and patterns to use, have designed systems around key hierarchies and HSMs, and have shipped systems under PCI-DSS, SOC 2, or equivalent regulatory scrutiny. You do not need to be a cryptographer, but you must know how to build secure systems with crypto correctly

Firsthand experience applying AI/ML to security problems in production - not AI-adjacent, not exploratory. You have designed and shipped at least one of: ML-based classification/detection, LLM-based analyst augmentation, agentic security automation, or adversarial ML defense. You have clear opinions on the current state of AI in the security product landscape and where it is going

Proven ability to lead Principal and Distinguished Engineers through technical credibility rather than authority - RFCs, design reviews, exemplar code, and technical vision documents

Comfort leading a small group of senior ICs as a technical lead in a shared-management model - light people-management load, high technical-leadership load

Deep experience designing and operating distributed systems at production scale - resilience, observability, performance, multi-region, cost - including at least one major cloud provider at depth and working command of the others

Track record of de-risking the hardest projects through applied research, prototyping, and experimental development

Strong grasp of networking fundamentals (HTTP/S, TLS, SSH, DNS, TCP/IP), Linux systems, and how they compose in distributed systems

Deliberate, quality-driven use of agentic AI coding tools (Claude Code, Copilot, Cursor, open-source agents) as an engineering force multiplier - with rigorous review, testing, and validation of all AI-generated code before production

Comfort working in a hybrid environment (Mississauga office, 4 days/week)

Nice to Have:

Experience as a technical founder or early technical leader at a security scale-up

Experience with format-preserving encryption (FPE), tokenization vaults, and vaultless tokenization architectures as a consumer/integrator

Contributions to open-source in security, data platforms, or AI

Experience designing agentic AI systems in adversarial settings - tool use, multi-agent coordination, human-in-the-loop gating, prompt injection hardening

Deep experience with event-driven architectures (Kafka, NATS) at scale

Familiarity with MITRE ATLAS, NIST AI RMF, OWASP LLM/ML Top 10, and how they apply to security product architecture

Public technical presence - conference talks, published papers, standards work, or technical writing that has influenced the field

Familiarity with configuration-as-code systems (we use Groovy) and infrastructure-as-code at depth

Cross-paradigm performance analysis experience (VisualVM/JProfiler, pprof, Chrome DevTools/V8 Profiler) - you can profile and fix the hardest production performance problems yourself

Additional Information:

This posting is for an existing vacancy. We use artificial intelligence (AI) to screen, assess, and select applicants.

DataStealth is an equal opportunity employer. We encourage applications from candidates of all backgrounds and experiences.

Apply About employer

More about this job

Responsibilities

The Chief Software Engineering Architect owns the technical strategy, architecture, and engineering standards for the entire DSP platform. They lead the senior engineering cohort while remaining hands-on in code to de-risk high-stakes projects and build critical components.

Requirements

Candidates must have 15+ years of professional software engineering experience, including at least 5 years in a senior technical leadership role. Deep expertise in Java, security product development, and applied AI/ML in production environments is required.

Skills

Software Architecture
Java
Cryptography
Tokenization
Distributed Systems
Security Engineering
Artificial Intelligence
Machine Learning
Cloud Computing
TypeScript
Golang
Rust
PCI-DSS
SOC 2
Technical Leadership
Threat Modeling

Visa sponsorship

Not detected in the job text

Keywords

DataStealth
DSP
Tokenization
Encryption
Key Management
Java
TypeScript
Node.js
Golang
Rust
AWS
Azure
GCP
Kubernetes
Docker
Prometheus
Grafana
OpenTelemetry
Terraform
Pulumi
PCI-DSS
SOC 2
GDPR
Threat Modeling
HSM
Transformer Classifiers
LLM
RAG
Distributed Systems
Agentic AI

Report this job