Senior Account Executive

Join to apply for the Senior Account Executive role at Casepoint . This range is provided by Casepoint. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more. Base pay range $120,000.00/yr - $150,000.00/yr Senior Corporate Recruiter with Technical Expertise Casepoint is seeking a high-performing Senior Account Executive to lead enterprise growth across Canada’s Top 500 corporations, with a strong focus on corporate legal departments, litigation teams, compliance leaders, and risk/governance stakeholders. This quota‑carrying, strategic sales role requires deep experience navigating complex enterprise buying cycles, working with multi‑stakeholder legal organizations, and driving adoption of advanced eDiscovery, legal hold, and data‑discovery technologies. This role is ideal for accomplished enterprise sellers who excel in high‑velocity, high‑complexity environments and who are passionate about helping major corporations modernize their litigation, investigations, and compliance workflows. Work Location & Flexibility: Remote in Canada Only, Toronto preferred, but open to any location in Canada. What You’ll Do Build and manage a territory strategy targeting Canada’s Top 500 corporations and their legal, privacy, compliance, and IT governance teams. Identify key decision-makers including General Counsel, Deputy Counsel, eDiscovery leaders, CIO/CTO stakeholders, and litigation support professionals. Drive new business through strategic outbound efforts, relationship mapping, multi‑threading, LinkedIn outreach, and event‑driven engagement. Lead discovery sessions, product demos, and executive‑level conversations that speak to legal risk, data management, operational efficiency, and cost reduction. Manage long, multi‑layered enterprise sales cycles with precision: qualification, scoping, ROI analysis, procurement, and negotiation. Build and maintain a pipeline that is accurate, forecastable, and aligned to quarterly revenue targets. Collaborate closely with pre‑sales engineers, legal/technical SMEs, marketing, and executive leadership to advance opportunities. Represent Casepoint at legal technology events, corporate counsel conferences, governance & compliance summits, and other enterprise‑focused industry forums. Stay current on market trends in eDiscovery, legal operations, digital investigations, compliance automation, and emerging AI use cases. Who You Are You bring 7–10+ years of enterprise SaaS sales experience, ideally selling into corporate legal, compliance, security, or governance functions. You will be carrying a $1M+ sales quota and delivering new business to Casepoint in the assigned territory. You have a proven track record of consistently exceeding quota in complex, multi‑stakeholder enterprise environments. You are skilled at navigating Canada’s largest 500 organizations: multi‑threading, negotiating, and building executive trust. You speak the language of corporate legal teams—litigation workflows, document review, preservation, privacy, audit readiness, and data governance. You communicate exceptionally well and lead high‑stakes conversations with C‑suite and General Counsel‑level stakeholders. You maintain strong organizational discipline—accurate forecasting, CRM hygiene, and executive‑level reporting. You are a self‑starter who thrives in an autonomous, fast‑paced environment and embraces a growth mindset. Why You’ll Love Working Here Industry‑leading leadership focused on developing and elevating high‑performing sellers. Competitive base salary plus uncapped performance‑based commissions. Remote‑first work environment with flexibility for travel. Unlimited PTO and a collaborative, high‑performance sales culture. The opportunity to represent a top‑tier platform used by major corporations, law firms, and government agencies across North America. Significant career growth as Casepoint expands in the enterprise legal technology market. About OPEXUS + Casepoint OPEXUS, a leader in government process management software, and Casepoint, a top provider of data discovery technology for litigation, investigations, and compliance, merged in January 2025, with a majority investment from Thoma Bravo. The merger combines OPEXUS' expertise in government process management and Casepoint's advanced data discovery technology to create a scalable platform that meets growing demands for efficient, secure data management in the public and regulated sectors. This collaboration enhances workflows for government and enterprise clients, focusing on data discovery, litigation, and compliance. The Washington Post, which named OPEXUS + Casepoint as the best place to work, solidifies the company's commitment to fostering a supportive, innovative, and inclusive work environment. Our dedicated team has created a culture grounded by our shared values that encourage everyone to speak up, join in, and celebrate together. From our hybrid work schedules to our prime downtown D.C. location, working at OPEXUS + Casepoint offers the best of all worlds. OPEXUS + Casepoint is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or disability. Seniority level Mid‑Senior level Employment type Full‑time Job function Sales and Business Development Industries Legal Services and Data Infrastructure and Analytics #J-18808-Ljbffr