Senior Site Reliability Engineer, SecurityScorecard

CA$197.5-225k

OTE

+ Stock options

Kubernetes

Python

Kafka

Bash

Terraform

Jenkins

Prometheus

Grafana

Flink

Datadog

Pulumi

Senior and Expert level

Remote from Canada

More information about location

Cybersecurity ratings & risk management

Be an early applicant

Cybersecurity ratings & risk management

501-1000 employees

B2BData storageSecurityEnterpriseCyber Security

Be an early applicant

CA$197.5-225k

OTE

+ Stock options

Kubernetes

Python

Kafka

Bash

Terraform

Jenkins

Prometheus

Grafana

Flink

Datadog

Pulumi

Senior and Expert level

Remote from Canada

More information about location

501-1000 employees

B2BData storageSecurityEnterpriseCyber Security

Company mission

To make the world a safer place by transforming the way organisations understand, mitigate, and communicate cybersecurity risk to their boards, employees and vendors.

Job

Company

Role

Who you are

6+ years in SRE, DevOps, or Infrastructure roles, with significant production Kubernetes experience
Hands-on experience integrating AI/LLM tooling into engineering or operational workflows (e.g., MCP servers, AI agents acting on infrastructure), and a clear grasp of the security and governance considerations of giving AI access to production
Proven success building CI/CD pipelines (GitHub Actions, Jenkins, GitLab CI, or similar)
Strong with Kubernetes internals and managed services like EKS, GKE, or AKS
Expertise with Infrastructure as Code (Terraform, Helm, Pulumi) and GitOps
Proficient in Python, Bash, or Go
Knowledge of observability tooling (Prometheus, Grafana, Datadog, OpenTelemetry)
Production experience with Kafka, Flink, and ClickHouse
Strong communication and cross-team collaboration skills

Desirable

Multi-region or multi-cluster Kubernetes experience
Chaos engineering or resilience testing
Security scanning, compliance automation, or policy-as-code
LLM observability/tracing tooling (Langsmith, Langfuse) or MLOps workflows
Contributions to open-source Kubernetes or CI/CD projects

What the job involves

As a Senior Site Reliability Engineer, you will be a key technical leader driving the design and optimization of our Kubernetes-based infrastructure and CI/CD systems
You will also own the infrastructure behind our AI tooling — building MCP servers and defining safe, auditable AI access patterns for production systems
You'll work hands-on with engineering teams to accelerate delivery, ensure production reliability, and embed best practices for automation, observability, and resilience
Design, build, and scale Kubernetes infrastructure for secure, multi-tenant, high-availability applications
Build and operate AI tooling infrastructure — stand up MCP servers and establish secure, governed AI access and guardrails for production systems
Optimize and maintain CI/CD pipelines, improving reliability, speed, and rollback safety
Implement progressive delivery strategies such as blue/green and canary deployments
Advance Infrastructure as Code with Terraform, Helm, and Argo CD, defining reusable patterns for the org
Operate and optimize streaming and analytics infrastructure: Kafka, Flink, and ClickHouse
Build automated testing into the CI/CD lifecycle
Improve system observability — define SLOs, alerts, and dashboards
Lead incident response and postmortems, focusing on root cause and durable fixes
Mentor engineers across teams on Kubernetes, CI/CD, and cloud infrastructure

Our take

Organisations understand the value of data, and the business partnerships that will help them leverage it. However, involving more companies increases the risk of vulnerabilities and, therefore, costly data breaches. SecurityScorecard is a cloud-based enterprise SaaS solution that helps organisations assess and manage cybersecurity risks, offering analyses of potential partner companies using A-F security ratings.

SecurityScorecard looms over its competitors as it covers millions of companies, offering near-instant cybersecurity analyses and an array of capabilities. It has a large, global, and big-name customer base, including 9 of the top 10 pharmaceutical companies and 9 of the top 10 banking institutions - and it is likely to go public in the next few years.

The company has consolidated an impressive lead in a sector that will certainly continue to grow. It continues to bolster its offering, for example with the release of its supply chain cyber risk management platform, MAX, as well as through the acquisition of internet scanning startup Driftnet.

Freddie

Company Specialist at Welcome to the Jungle

Insights

Top investors

62% employee growth in 12 months

Glassdoor (3.4)

Trustpilot (3.7)

Company

Funding (last 2 of 6 rounds)

Mar 2021

$180m

SERIES E

Jun 2019

$50m

SERIES D

Total funding: $292.2m

Company benefits

Stock options
12 weeks of paid maternity leave / 4 weeks paid paternity leave
Work from home opportunities
Medical, dental, and vision coverage
Unlimited PTO
401K
$3k annual education stipend per employee
Full access to our learning platform and company professional development events
Up to $10K referral bonus

Company HQ

Midtown South, New York, NY

Leadership

Aleksandr Yampolskiy

(CEO & Co-Founder)

Worked at Oracle and Goldman Sachs, before serving for 2 years as CISO of Gilt Group. Founded NYC Technology Startup, Meetup, in 2012 and then worked as CTO of Cinchcast.

Sam Kassoumeh

(COO & Co-Founder)

Progressed from Technology Compliance Manager to Head of Security and Compliance at Gilt Groupe within 4 years, and worked as Cyber Security Advisor for Billy.

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