We are seeking an accomplished Enterprise Sales Executive with a proven SaaS sales background to drive revenue growth within the corporate legal market. This role requires a seasoned sales professional who excels at navigating complex, multi‑stakeholder sales cycles and has demonstrated success closing large enterprise deals with corporate legal departments in Canada, primarily in Calgary and Vancouver (BC and Alberta).ResponsibilitiesDrive new business acquisition and revenue growth by selling SaaS solutions to corporate legal departments and in‑house counsel.Manage the full sales cycle from prospecting through contract negotiation and close, navigating 6‑18 month complex deal cycles.Build and maintain executive relationships with General Counsel, Chief Legal Officers, Legal Operations leaders, and senior law firm partners.Develop and execute strategic account plans and territory planning for target enterprises and major law firms.Navigate complex buying processes involving multiple stakeholders (legal, IT, procurement, finance, and C‑suite).Conduct discovery sessions, needs assessments, ROI analyses, and deliver compelling product demonstrations and business case presentations tailored to legal industry challenges.Lead contract negotiations and close large, complex enterprise deals.Collaborate with implementation, customer success, and product teams to ensure seamless client onboarding.Maintain accurate pipeline forecasting and chance management in CRM (Salesforce or similar).Represent the company at legal industry conferences and networking events.Qualifications5+ years of enterprise B2B SaaS sales experience with consistent quota attainment (minimum 100%+ for multiple consecutive years).Experience selling legal technology solutions is a huge plus.Proven track record as a top performer (President’s Club, top 10–20% of sales team)



closing complex deals valued at $150K+ ARR.Demonstrated success selling to corporate legal departments, law firms, or legal operations professionals with strong pipeline discipline managing multiple large opportunities simultaneously.Deep understanding of corporate legal operations, law firm business models, legal technology landscape, and challenges facing in‑house legal departments.Familiarity with Quebec’s legal market, corporate landscape, and legal industry buying/procurement processes.Exceptional consultative and solution‑selling skills with the ability to articulate complex value propositions to C‑level stakeholders.Excellent presentation, negotiation, and closing capabilities with strong executive presence.Proficient with CRM systems (Salesforce preferred) and sales enablement tools.Bachelor’s degree in Business, Law, or related field (MBA or JD an asset), or equivalent experience; background in legal operations, legal tech, or professional services.SaaS experience preferred.CompensationDesired total cash compensation range for this role in Ontario, Canada is $165,000 CAD – $215,000 CAD. Compensation is based on individual knowledge, skills, and experience and may include base pay and target sales incentive as part of a comprehensive Total Reward program.BenefitsIndustry competitive benefits including flexible vacation, two company‑wide Mental Health Days off, access to the Headspace app, retirement savings, tuition reimbursement, employee incentive programs, and resources for mental, physical, and financial wellbeing.Equal Employment OpportunityThomson Reuters is an Equal Employment Opportunity Employer. We do not discriminate on the basis of race, color, sex, pregnancy, gender identity or expression, age, marital status, citizenship, veteran status, religious beliefs, disability, or any other protected class under applicable law. We also provide reasonable accommodations for qualified individuals with disabilities.#J-18808-Ljbffr

📌 Sales Executive (Calgary/Vancouver) - C$165,000 - C$215,000 A Year (Winnipeg)
🏢 Thomson Reuters
📍 Winnipeg