Enterprise Account Executive

About Us A Canadian technology and workforce solutions company headquartered in Vaughan, Ontario. The company helps businesses, enterprises, and public-sector organizations modernize their operations through secure digital transformation, custom software development, staffing, recruitment, payroll, and workforce management solutions. Job Description This is a remote position. Job Title: Account Executive Location: San Francisco, CA Work Arrangement: Remote (Flexible work arrangements available) Compensation: Competitive base salary + Attractive OTE with Uncapped Commission & Equity Participation About the Organization Our client is a fast-growing cybersecurity startup on a mission to protect small and medium-sized businesses from increasingly sophisticated cyber threats. Their AI-powered security platform helps prevent account takeovers, business email compromise (BEC), and AI-driven phishing attacks by detecting threats quickly while minimizing false positives. Backed by experienced founders with backgrounds in leading cybersecurity companies and top technology accelerators, the company has achieved rapid growth, reaching multi-million-dollar annual recurring revenue within its first year and protecting over 1.6 million users across more than 10,000 businesses. Role Overview As an Account Executive, you will own the entire sales cycle—from initial outreach through contract negotiation and closing—while helping shape the company's go-to-market strategy. This role provides an immediate opportunity to work directly with the founding team in a fast-paced, high-growth environment to scale next-generation AI-powered security solutions. Key Responsibilities Full Sales Cycle Ownership: Own and manage the complete sales lifecycle from prospecting, initial outreach, and discovery calls to technical contract negotiation and close. Pipeline Generation: Actively generate sales pipeline through outbound prospecting, strategic follow-ups, referrals, and creative outreach methods. Stakeholder Engagement: Build and nurture strong professional relationships with both technical stakeholders (security/IT teams) and financial executive decision-makers. Strategic Collaboration: Collaborate directly with executive leadership to refine sales strategy, execution plans, and maintain highly accurate forecasting through the sales funnel. Industry Representation: Represent the organization at key industry conferences and networking events (approximately 1–2 times per month). Requirements Required Qualifications SaaS Sales Experience: 2–5 years of proven full-cycle SaaS sales experience. Deal Size Track Record: Experience closing deals with annual contract values (ACVs) ranging from approximately $30K to $150K. Quota Achievement: A proven track record of consistently meeting or exceeding established sales quotas. Sales Methodology: Strong structural understanding and execution of the MEDDPICC sales methodology. Technical Value Selling: Ability to articulate complex technical capabilities in terms of clear business value, including risk reduction and operational efficiency, to both technical buyers and business executives. Preferred Qualifications Hands-on experience with value-based sales methodologies is considered a distinct plus. Additional Operational Details: Core Competencies Technical: MEDDPICC framework application, technical solution mapping, pipeline management, and data-driven forecasting. Professional: High-stakes contract negotiation, executive-level communication, outbound prospecting, and strategic client qualification. Perks & Benefits Competitive base salary with uncapped commission structures Company equity participation Comprehensive medical, dental, and vision coverage Retirement savings plan Commuting and wellness benefits