Senior Account Executive; Financial Services

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  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 CIOs, CISOs, CROs, CDOs, Heads of Fraud/Risk, Compliance leaders, and AI/Innovation stakeholders.  
• Drive new logo acquisition with a hunter mindset, building a self-generated pipeline through outbound prospecting, events, partner relationships, 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, including CISOs, CIOs, CTOs, AI/ML leaders, and Risk & Compliance executives.  
• 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 go-to-market 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 strongly preferred, particularly experience engaging with CISOs, security…