Senior Account Executive (Enterprise)

At F5, we strive to bring a better digital world to life. Our teams empower organizations across the globe to create, secure, and run applications that enhance how we experience our evolving digital world. We are passionate about cybersecurity, from protecting consumers from fraud to enabling companies to focus on innovation.    Everything we do centers around people. That means we obsess over how to make the lives of our customers, and their customers, better. And it means we prioritize a diverse F5 community where each individual can thrive. CalypsoAI, acquired by F5 , is seeking an experienced  Enterprise Account Executive / Product Specialist  to support its mission of enabling enterprises to securely and responsibly adopt Generative AI. As part of  F5 , CalypsoAI is a foundational component of F5’s AI security strategy, helping global organizations deploy LLMs and AI-powered applications with confidence.  In this role, you will act as a  subject-matter expert and product specialist  for CalypsoAI’s AI security platform, working alongside F5 enterprise sales teams to drive adoption across strategic and global accounts. You will engage senior stakeholders across security, risk, and technology functions, clearly articulating how CalypsoAI delivers trustworthy AI at enterprise scale.  The ideal candidate brings a strong background in  enterprise software sales , excels in complex, consultative deal cycles, and has a  meaningful understanding of cybersecurity and enterprise security buying motions .  This is a unique opportunity to combine the  innovation and speed of an AI-native security company  with the  scale, reach, and market leadership of F5 . As LLMs drive the next major platform shift in enterprise software, entirely new AI-driven threat vectors are emerging—creating an urgent need for purpose-built AI security. CalypsoAI is at the forefront of this market.    What You’ll Do   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    What You Bring   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