Member of Technical Staff, Intern
Remote in CanadaRootly
Candidates need hands-on experience or strong interest in SRE, infrastructure, DevOps, or production operations, plus familiarity with LLM evaluations, benchmarks, or applied AI research. Strong communication skills for sharing technical work are also required.
Research, Project management, Communication skills, Incident response, Debugging, DevOps
AI Quality Engineer
Toronto, ONRootly
5+ YOECandidates need 5+ years in QA, product operations, or AI/ML evaluation, plus hands-on experience testing LLM or agentic AI products. Strong prompt engineering skills, analytical thinking, and clear written communication are required, and Python is a plus.
Python, LangSmith, PromptFlow, Braintrust, Playwright
Senior AI Engineer
Toronto, ONRootly
5+ YOECandidates need 5+ years of backend engineering experience and hands-on work building LLM applications, agents, prompt engineering and search. They should know current AI frameworks, how to evaluate AI systems in production, and communicate complex ideas clearly.
GitHub
Senior Security Engineer
Toronto, ONRootly
5+ YOECandidates need 5+ years as a security engineer in an enterprise setting, strong AWS security and Kubernetes experience, and the ability to build security tooling in Ruby on Rails.
AWS, Kubernetes, Ruby on Rails
Mid-Market Account Executive
Toronto, ONRootly
4+ YOECandidates need 4+ years selling enterprise software to SMB and mid-market accounts, with a track record of meeting quota. They must also show strong negotiation, communication and executive presence, and be comfortable explaining technical B2B SaaS value to technical stakeholders.
Sales, Negotiation, Communication skills, Mental health, Leadership
Customer Success Manager
Toronto, ONRootly
Candidates need customer-facing experience in Customer Success or Support, ideally at a SaaS company supporting technical products. Strong onboarding and enablement experience, data skills in tools such as Tableau or Looker and Salesforce, and strong English communication are required.
Salesforce, Tableau, Looker, MySQL, Birst
Solutions Engineer
Toronto, ONRootly
5+ YOECandidates need 5+ years as a Solutions, Sales or Software Engineer working directly with customers, strong knowledge of APIs, webhooks and integrations, hands-on Terraform and a major cloud provider, and a scripting language such as Python or Go.
Terraform, AWS, GCP, Azure
Enterprise Account Executive
Toronto, ONRootly
7+ YOECandidates need 7+ years of enterprise software sales to SMB and enterprise accounts, with prior ownership of US$1M+ quotas. They must be able to lead complex negotiations, communicate technical SaaS value to technical stakeholders, and work autonomously in an ambiguous, fast-paced environment.
Sales, Negotiation, Communication skills, Mental health, Leadership
Senior Product Engineer
Toronto, ONRootly
5+ YOECandidates need 5+ years of Ruby on Rails and JavaScript experience, strong full-stack skills, and a focus on engineering excellence. Strong communication, product instinct and a collaborative, action-oriented mindset are also expected.
Ruby on Rails, PostgreSQL, Redis, Sidekiq, Turbo, Stimulus