Senior DevOps Engineer

Job Overview

Application Rose Rocket 🚀 is a market leader in Transportation Management Software. We’re a startup going after the $700+ billion dollar trucking industry, leading the shift to SaaS while revolutionizing the way trucking companies sell, service, and innovate. We are a “more human, less corporate” culture that is built around doing work that matters, winning as a team, and celebrating success.

Key Responsibilities

We are looking for an experienced Senior DevOps Engineer to join our Engineering team. This role goes beyond traditional DevOps, SRE, and Infrastructure. You'll work on high-impact projects that multiply productivity across our engineering teams and ultimately our customers, increasingly through AI-driven automation and intelligent abstractions.

In this role, you’ll bridge developer experience with low-level infrastructure, building platforms and tools that enable teams to move quickly while maintaining safety, reliability, and scale. Engineers at Rose Rocket are expected to mentor teammates, set excellent examples, and help guide technical decisions in the right direction.

Required Qualifications

• 4+ years experience in infrastructure role
• Strong communicator
• Experience with Kubernetes (cluster management, upgrades, scaling)
• Experience with SRE, DevOps, GitOps fundamentals, workflows, automations
• AWS expertise (RDS, VPC, IAM, EKS, S3, ElastiCache)
• Experience with GitHub Actions and CI/CD pipeline optimization
• Database operations experience (PostgreSQL, Redis)
• Familiarity with node app development
• AI forward mindset and familiarity with tooling (Claude, Cursor, Cline, Windsurf)
• Cost optimization mindset
• Understanding of CI paradigms (Build optimization, Testing Pyramid, Gating)
• Experience with CD tools (Flux, Argo, etc)
• Familiarity with agile / lean methodologies

About Rose Rocket

We’re solving exciting challenges: increasing engineering velocity through automation, maintaining SOC 2 security compliance, and building for scale as we grow. If you’re energized by creating leverage and amplifying productivity across an organization, we’d love to connect.

Benefits

• A comprehensive benefits program + health care spending account
• Parental leave top-up
• Stock option plan
• A Macbook and a sweet tech equipment combo to get you started
• Start with three weeks of vacation (with an option to purchase an additional week every year) + winter holidays office closure and 3 personal days!
• Downtown Toronto office complete with an in-house coffee shop, pizza oven, rooftop patio and a few other lifestyle perks that keep our days fun