[Remote] Enterprise Account Executive

Note: The job is a remote job and is open to candidates in USA. F5 is a company focused on creating a better digital world, and they are seeking an experienced Enterprise Account Executive to support its mission of enabling enterprises to securely adopt Generative AI. The role involves acting as a product specialist for CalypsoAI’s AI security platform and working closely with enterprise sales teams to drive adoption across strategic accounts.

Responsibilities

• Own the full sales cycle from prospecting, discovery and business case development through evaluation, negotiation and close within named financial services accounts
• Build and execute territory and account plans targeting CIO, CISO, CRO, CDO, Heads of Fraud/Risk, Compliance and AI/Innovation leaders
• Drive new logo acquisition with a clear hunter mindset, building a self‑generated pipeline through outbound, events, partners and executive networking
• Lead complex sales cycles involving security, AI, data and risk stakeholders, aligning technical capabilities with regulatory, risk and business‑value outcomes
• Serve as a CalypsoAI product specialist within F5’s enterprise go-to-market organization
• Partner closely with F5 enterprise account teams to drive new revenue and expand existing customer relationships
• Own and influence complex enterprise sales cycles, from discovery and technical validation through negotiation and close
• Engage C-level and senior stakeholders (CISO, CIO, CTO, AI/ML leaders, Risk & Compliance)
• Translate CalypsoAI’s technical capabilities into compelling business, security, and risk outcomes
• Lead tailored product demonstrations, executive presentations, and proof-of-value engagements
• Convert inbound enterprise demand into closed new business
• Manage pipeline, forecasting, and deal strategy while helping mature the enterprise sales playbook
• Capture customer feedback and market insights to influence product roadmap and GTM strategy

Skills

• 5+ years of experience in enterprise software sales, ideally in cybersecurity, infrastructure, or AI-related solutions
• Background in cybersecurity or selling security solutions is a strong advantage, particularly experience engaging with CISOs, security architects, and risk teams
• Proven success selling complex, high-value solutions into large enterprise environments
• Experience operating as a product-focused seller or overlay specialist in partnership with core account teams
• Strong experience engaging senior decision-makers within large, matrixed organizations
• Solid grounding in qualification and value-based selling methodologies (MEDDIC, Command of the Message preferred)
• Ability to operate effectively in fast-paced, evolving environments while navigating enterprise-scale processes
• Familiarity with LinkedIn Sales Navigator, HubSpot, and modern enterprise sales technology stacks
• Excellent communication skills with the ability to influence both technical and executive audiences
• Comfortable working to targets and managing pressure with professionalism and integrity
• Strong interest in AI, cybersecurity, and emerging enterprise technologies
• Prior startup, scale-up, or post-acquisition integration experience is a plus
• Knowledge of Generative AI and LLM ecosystems is a strong advantage

Benefits

• Incentive compensation
• Bonus
• Restricted stock units
• Benefits
• F5 offers a variety of reasonable accommodations for candidates
• Requesting an accommodation is completely voluntary
• F5 will assess the need for accommodations in the application process separately from those that may be needed to perform the job

Company Overview

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