Job Description

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. We'd love to hear from you if you want to build this with us.


We understand that joining a team is one of the most important decisions you make , and adding a team member is one of the most important decisions we'll make. Through our process, we want you to get to know us and understand how you approach problems, learn, and what motivates you.

The opportunity:

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. 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.

A few technologies we use:

Infrastructure: AWS, Docker, Kubernetes, Cloudflare, DataDog Infrastructure-as-Code: Terraform Backend: NodeJS, NestJS, Typescript Frontend: React, Redux, Websockets CI/CD, GitOps and automation: GitHub Actions, Flux, Flagger Datastores and pipeline: Postgresql, Redis, DynamoDB, Fivetran, Snowplow

What you bring to the table:

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 Experience measuring with observability stacks 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

Don't sweat it if you don't have everything listed above. We believe in growth and curiosity. If you have some of these qualities and are excited about this opportunity, then we want to hear from you!

Perks & Benefits at Rose Rocket

A comprehensive benefits program + health care spending account


Parental leave top-up - read about it here


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, music room, library and a few other lifestyle perks that keep our days fun

Equal Employment Opportunity

Rose Rocket does not discriminate in hiring or terms and conditions of employment because of an individual's race, ancestry, colour, place of origin, religion, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, family status or marital status, or any other protected category recognized by provincial or federal laws.


Should you require any accommodation, please inform us and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application or email careers@roserocket.com.