Enterprise AI Security Account Executive

F5, Inc.; Clear Lake (SD); On-site; USD 133,000 - 199,000; Full time

Benefits offered by this job

Health benefits

Wellness program

PTO

401(k)

Job summary

CalypsoAI, now part of F5, seeks an experienced Enterprise Account Executive to drive adoption of its AI security platform across strategic accounts. You will engage security, risk, and technology stakeholders, articulating business and security value while guiding complex deal cycles from discovery through close.

Leverage deep cybersecurity knowledge and MEDDIC-driven selling practices to win large enterprise opportunities, collaborating with F5 sales teams to expand customer relationships.

Qualifications

• 5+ years of experience in enterprise software sales.
• Background in cybersecurity or selling security solutions is a strong advantage.
• 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).
• Familiarity with LinkedIn Sales Navigator, HubSpot, and modern enterprise sales technology stacks.

Responsibilities

• Own the full sales cycle from prospecting to close.
• Build and execute territory and account plans targeting CIO, CISO, CRO, CDO, and AI/Innovation leaders.
• Drive new logo acquisition with outbound, events, partners and executive networking.
• Lead complex sales cycles involving security, AI, data and risk stakeholders.
• Serve as a CalypsoAI product specialist within F5’s enterprise go‑to‑market organization.
• Partner with F5 enterprise account teams to drive new revenue and expand existing relationships.
• Own and influence complex enterprise sales cycles from discovery to close.
• Engage C-level and senior stakeholders (CISO, CIO, CTO, AI/ML leaders, Risk & Compliance).
• Translate CalypsoAI’s 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 maturing the enterprise sales playbook.
• Capture customer feedback and market insights to influence product roadmap and GTM strategy.

Skills

Enterprise software sales

Cybersecurity

MEDDIC

Command of the Message

LinkedIn Sales Navigator

HubSpot

Tools

LinkedIn Sales Navigator

HubSpot

Sales technology stacks

Job description

CalypsoAI, now part of F5, seeks an experienced Enterprise Account Executive to drive adoption of its AI security platform across strategic accounts. You will engage security, risk, and technology stakeholders, articulating business and security value while guiding complex deal cycles from discovery through close.

Leverage deep cybersecurity knowledge and MEDDIC-driven selling practices to win large enterprise opportunities, collaborating with F5 sales teams to expand customer relationships.