Sales Executive (Calgary/Vancouver)

About the role

As an Enterprise Sales Executive , you will: Drive new business acquisition and revenue growth by selling [SaaS solutions] to corporate legal departments, in-house counsel Manage the full sales cycle from prospecting through contract negotiation and close, including 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 in Quebec 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 opportunity management in CRM (Salesforce or similar) Represent company at legal industry conferences and networking events About You You're a fit for the role of Enterprise Sales Executive if your background includes: 5+ 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 (budget constraints, matter management, efficiency, technology adoption) Familiarity with Quebec's legal market, corporate landscape, and legal industry buying/procurement processes Exceptional consultative and solution-selling skills with 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 preferred #LI-AY1 Replacement: This position is open due to an existing vacancy to support our evolving business needs. What's in it For You? Hybrid Work Model: We've adopted a flexible hybrid working environment (2-3 days a week in the office depending on the role) for our office-based roles while delivering a seamless experience that is digitally and physically connected. Flexibility & Work-Life Balance: Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, whether caring for family, giving back to the community, or finding time to refresh and reset. This builds upon our flexible work arrangements, including work from anywhere for up to 8 weeks per year, empowering employees to achieve a better work-life balance. Career Development and Growth: By fostering a culture of continuous learning and skill development, we prepare our talent to tackle tomorrow's challenges and deliver real-world solutions. Our Grow My Way programming and skills-first approach ensures you have the tools and knowledge to grow, lead, and thrive in an AI-enabled future. Industry Competitive Benefits: We offer comprehensive benefit plans to include 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. Culture: Globally recognized, award-winning reputation for inclusion and belonging, flexibility, work-life balance, and more. We live by our values: Obsess over our Customers, Compete to Win, Challenge (Y)our Thinking, Act Fast / Learn Fast, and Stronger Together. Social Impact: Make an impact in your community with our Social Impact Institute. We offer employees two paid volunteer days off annually and opportunities to get involved with pro-bono c

Benefits

Additional Information

We are seeking an accomplished Enterprise Sales Executive with a proven SaaS sales background to drive revenue growth within 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. The territory for this role will be Calgary and Vancouver, so we are targeting candidates in BC and Alberta.

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