As a Senior Software Engineer on our Security team, you’ll help shape the direction of our security tooling and AppSec practices and lead high-impact security work across the company

Your work spans offense and defense: hardening how our products are designed and built, breaking them to surface what matters, and building the tooling and AI that let engineers move fast without creating risk

You’ll report to our Staff Software Engineer - Security and work closely with product engineers, DevOps, and Fraud

Expect high autonomy, frequent collaboration, a fast pace, and reliance on your own initiative

You’ll take security initiatives end-to-end, mentor other engineers, and raise the bar for security practices across engineering

Help shape the technical direction of our security tooling and AppSec practices

Lead secure design across major engineering projects, from threat modeling through architecture

Design and evolve our DevSecOps architecture, deciding how security is embedded across the SDLC

Build and extend the in-house security tooling and find new and innovative ways to identify and remediate issues

Identify and implement new ways to use AI to automate and scale our security work

Perform advanced offensive security work, chaining vulnerabilities and building proofs of concept that demonstrate real business impact

Enable developers to write more secure code and ship security work faster via training and AI-powered tooling

Mentor and develop engineers on the team, and set the bar for what good security work looks like

Our Technology

Services are authored as K8s-based microservices powered by Python FastAPI backends and Typescript React front-end code

Apps are built upon Postgres, Redis, Kafka, Elasticsearch, and Snowflake

Our infrastructure runs on AWS and leverages hosted infrastructure technologies such as EKS, MSK, Elasticache, and RDS. We use Istio for service mesh, Helm, TF and Crossplane for IAC, and Kyverno for policy-as-code enforcement

Vulnerabilities are managed through in-house, AI-native custom tooling that you’ll contribute to.



We orchestrate open-source tools through this custom platform

Security and application logs/metrics/events are managed through Datadog

Our security stack is currently evolving as we select and quickly roll out new tools. You’ll play a key role in the selection and deployment of these

As an AI-First engineering organization, we leverage modern AI development workflows using tools such as Cursor, Claude, and internally built AI agents to accelerate implementation and iteration across our codebases. You’ll own and advance our AI infrastructure in this role

Benefits

Competitive base salary

Yearly learning & development allowance

Generous equity options

Bi-annual performance & compensation reviews

RRSP & 401k employee contribution plan

Health, dental, & vision insurance on day one

Parental leave programs

Wellness reimbursement

Supplemental Life Insurance

Unlimited PTO (yes, really!)

Recharge days throughout the year

Office in Toronto

Permanent remote flexibility

Work-from-home allowance

5+ years working in security (AppSec, DevSecOps, offensive security, or similar)

Track record of leading security initiatives and mentoring or developing other engineers

Experience designing and embedding security across CI/CD pipelines and the SDLC

Experience leading threat modeling and secure design across engineering projects

Comfortable writing and maintaining code (Python preferred)

Professional offensive security experience, with a proven ability to find, chain, and exploit complex vulnerabilities in applications and infrastructure

Hands-on cloud infrastructure or cloud security experience (AWS, Kubernetes)

Solid communicator who can influence and drive security work across engineering, DevOps, and leadership

Relevant security certifications (e.g., Burp Suite Certified Practitioner, KCSA, AWS SCS, or similar)

Professional software development experience

Published security research, CVEs, or conference talks

Experience applying AI/LLMs to security or engineering workflows

Open-source security tool development or contributions

Mobile development or mobile security experience

📌 Senior Software Engineer (Security) (Winnipeg)
🏢 super
📍 Winnipeg