Senior Enterprise AI Security Sales Executive

F5; Washington (District of Columbia); On-site; USD 133,000 - 199,000; Full time

Benefits offered by this job

Health benefits

Wellness program

Paid time off

401(k)

Job summary

F5 in the Washington, DC area seeks an Enterprise Account Executive / Product Specialist to lead CalypsoAI integration and drive security-focused AI sales across strategic accounts. You will partner with enterprise sales teams, articulate business value, and manage complex cycles.

Ideal candidates bring 5+ years in enterprise software sales, a strong cybersecurity mindset, and experience selling to CISOs and risk teams; MEDDIC and value-based approaches are a plus.

Qualifications

• Experience in enterprise software sales to large enterprises.
• Solid track record selling high-value solutions in cybersecurity or AI-related domains.
• Experience engaging senior decision-makers (CISO, CIO, CTO) in complex deals.
• Proven ability to operate as a product-focused seller or overlay with core account teams.
• Familiarity with MEDDIC and value-based selling methodologies.

Responsibilities

• Own the full sales cycle from prospecting to close in named financial services accounts.
• Build territory/account plans targeting CIOs, CISOs, CROs, and other senior leaders.
• Drive new logo acquisition with a hunter mindset and self-generated pipeline.
• Lead complex cycles involving security, AI, data, and risk stakeholders with measurable business value.
• Serve as CalypsoAI product specialist within F5’s enterprise GTM organization.
• Partner with F5 enterprise teams to drive revenue and expand relationships.
• Translate CalypsoAI’s capabilities into business, security, and risk outcomes.

Skills

Enterprise software sales

Cybersecurity knowledge

Executive stakeholder engagement

MEDDIC / value-based selling

Matrixed enterprise environment

Tools

LinkedIn Sales Navigator

HubSpot

Job description

F5 in the Washington, DC area seeks an Enterprise Account Executive / Product Specialist to lead CalypsoAI integration and drive security-focused AI sales across strategic accounts. You will partner with enterprise sales teams, articulate business value, and manage complex cycles.

Ideal candidates bring 5+ years in enterprise software sales, a strong cybersecurity mindset, and experience selling to CISOs and risk teams; MEDDIC and value-based approaches are a plus.