Engineering Manager
Toronto, ONRootly
5+ ans2+ gestionCandidates need 5+ years of software engineering experience, including at least 2 years in management, and a record of scaling engineering teams in a fast-growing startup or SaaS company. Strong communication, mentoring skills and comfort with ambiguity are essential; Ruby on Rails experience is a plus.
Ruby on Rails, PostgreSQL, Redis, Sidekiq, Turbo, Stimulus
AI Quality Engineer
Toronto, ONRootly
5+ ansCandidates 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+ ansCandidates 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+ ansCandidates 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+ ansCandidates 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+ ansCandidates 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+ ansCandidates 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+ ansCandidates 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