Commercial Counsel
RootlyToronto, Ontario, Canada (Hybrid)Posted 7 April 2026
Job Description
About Rootly
At Rootly , we are on a mission to be the go-to way companies respond when things go wrong, helping every organization be more reliable. We do this by building an industry-leading incident management platform that allows companies around the world consistently and quickly resolve incidents. We are not simply transforming an industry, we are carving an entirely new +$B segment ourselves and need incredible talent to achieve this ambitious goal together.
Customers love Rootly. Some of the fastest growing companies around the world such as NVIDIA, Figma, Canva, Tripadvisor, Squarespace and more rely on Rootly to power their critical incident management process. They obsess over our delightful enterprise-ready platform and unique partnership model. See why our customers have reviewed us 5 stars on G2 .
Investors love Rootly. We are backed by some of the most respected funds in the world from Y Combinator to operators like the CTO of Dropbox and GitHub. We'd be happy to disclose our entire funding and profitability picture live during the interview. As a culture we relentlessly put transparency first. We conduct monthly financial reviews as a team so everyone has a pulse on the health of the business and publish what we are building in our weekly changelog .
About the Role
We’re hiring a Commercial Counsel to specialize in commercial contracting and go-to-market negotiations. In this hands-on, high-visibility role you’ll advise Sales, Customer Success, Partnerships, and senior leadership on complex customer and partner agreements, own negotiation strategy for high-value deals, and establish standard terms, delegation thresholds, and efficient, risk-calibrated contracting workflows.
We are looking for a specialist with strong commercial judgment, deep SaaS/B2B and technology contracting experience, and the ability to translate legal risk into pragmatic business options.
What you’ll do
Act as the primary legal advisor to GTM and executive leaders on customer, partner, including MSAs, SOWs, and enterprise procurement contracts
Lead negotiation of complex, high-value commercial deals and define negotiation strategy to balance speed, growth and legal risk
Draft and redline standard templates and negotiation playbooks for Sales and RevOps; maintain a delegation matrix and exception approval workflows
Own service delivery and uptime terms: draft and negotiate SLAs, SLOs, service credits, incident management, change control and remedies tied to service levels, and ensure alignment with SRE/Product on feasibility and operational risk
Counsel on data processing, privacy, security, and cross-border data transfer clauses in commercial contracts in partnership with Security and Privacy teams
Provide legal guidance on vendor and procurement agreements, including cloud service, subcontractor and third-party integration contracts
Support HR on employment and contractor matters, including employment agreements, independent contractor agreements, equity plans, terminations, restrictive covenants, immigration/relocation and employment law compliance across Canada and the US
Build and maintain contract lifecycle and legal operations capabilities - turnaround SLAs for redlines, approval flows, standard clauses, and training for commercial teams
Surface commercial risk trends, produce concise reporting and guidance on recurring negotiation points, and work cross-functionally to remediate systemic risk
Provide timely, practical legal advice in a fast-paced environment and help the business scale while protecting company interests
What we’re looking for
3+ years' post-qualification experience in commercial and technology contracts, ideally in-house at a SaaS or tech company
Demonstrated experience negotiating enterprise MSAs, SOWs and partner agreements, and handling high-value, complex commercial deals
Practical experience drafting and negotiating SLAs, SLOs, and service delivery terms and working closely with our Eng ... (truncated, view full listing at source)
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