Senior Account Executive (Enterprise)

F5•New York, NY

21h•$264,900 - $397,300

About The Position

F5, through its acquired company CalypsoAI, is seeking an experienced enterprise account executive and product specialist to support the secure and responsible adoption of generative AI. CalypsoAI is part of F5’s AI security strategy, helping global organizations deploy LLMs and AI-powered applications with confidence. The role serves as a subject-matter expert for CalypsoAI’s AI security platform and partners with F5 enterprise sales teams to drive adoption across strategic and global accounts. The successful candidate engages senior security, risk, technology, and business stakeholders, connecting the platform’s technical capabilities to enterprise security, regulatory, risk, and business outcomes. The position focuses on named financial services accounts and combines new-logo acquisition with expansion of existing customer relationships. This opportunity combines the innovation and pace of an AI-native security company with F5’s scale and resources. Compensation includes an annual base salary of $132,500–$198,700 and a variable commission-based component, with stated on-target earnings of $264,900–$397,300 or more upon meeting or exceeding quota. The role has a 50/50 pay mix. F5 says salary and level depend on qualifications, skills, and experience. Full-time employees are offered health, wellness, PTO, 401(k), and other benefits.

Requirements

At least 5 years of experience in enterprise software sales.
Proven success selling complex, high-value solutions into large enterprise environments.
Experience engaging senior decision-makers within large, matrixed organizations.
Experience operating as a product-focused seller or overlay specialist in partnership with core account teams.
Grounding in qualification and value-based selling methodologies.
Ability to work 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 and ability to influence technical and executive audiences.
Comfort working to targets and managing pressure with professionalism and integrity.

Nice To Haves

Enterprise software sales experience in cybersecurity, infrastructure, or AI-related solutions.
Cybersecurity background or experience selling security solutions, particularly engaging CISOs, security architects, and risk teams.
Experience with MEDDIC or Command of the Message selling methodologies.
Prior startup, scale-up, or post-acquisition integration experience.
Strong interest in AI, cybersecurity, and emerging enterprise technologies.
Knowledge of generative AI and LLM ecosystems.

Responsibilities

Own the full sales cycle in named financial services accounts, from prospecting, discovery, and business-case development through evaluation, negotiation, and close.
Build and execute territory and account plans targeting CIOs, CISOs, CROs, CDOs, heads of fraud and risk, compliance leaders, and AI and innovation leaders.
Drive new-logo acquisition and build self-generated pipeline through outbound activity, 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 with F5 enterprise account teams to drive new revenue and expand existing customer relationships.
Engage C-level and senior stakeholders, including CISO, CIO, CTO, AI/ML, risk, and compliance leaders.
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 inform product roadmap and go-to-market strategy.