Sales Executive (Calgary/Vancouver)
About The Position
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. The territory for this role will be Calgary and Vancouver, so we are targeting candidates in BC and Alberta. 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
Requirements
- 5+ years of enterprise B2B SaaS sales experience with consistent quota attainment (minimum 100%+ for multiple consecutive years)
- 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
Nice To Haves
- experience selling legal technology solutions is a huge plus
- background in legal operations, legal tech, or professional services SaaS preferred
Responsibilities
- 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
Benefits
- Hybrid Work Model: flexible hybrid working environment (2-3 days a week in the office depending on the role)
- Flexibility & Work-Life Balance: Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, including work from anywhere for up to 8 weeks per year
- Career Development and Growth: fostering a culture of continuous learning and skill development, Grow My Way programming
- Industry Competitive Benefits: 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
- Social Impact: two paid volunteer days off annually and opportunities to get involved with pro-bono consulting projects and Environmental, Social, and Governance (ESG) initiatives
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What This Job Offers
Job Type
Full-time
Career Level
Senior
