[Hiring] Principal Territory Account Manager @F5

Role Description

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. 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.

• 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.

Qualifications

• 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 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 experience engaging senior decision-makers within large, matrixed organizations.
• Solid grounding in qualification and value-based selling methodologies such as MEDDIC and Command of the Message.
• Ability to operate 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 with the ability to influence both technical and executive audiences.
• Comfortable working to targets and managing pressure with professionalism and integrity.
• Prior startup, scale-up, or post-acquisition integration experience is a plus.
• Strong interest in AI, cybersecurity, and emerging enterprise technologies; knowledge of Generative AI and LLM ecosystems is highly desirable.

Benefits

• Play a key role in shaping F5's AI security portfolio following the CalypsoAI acquisition.
• Work at the intersection of cutting-edge AI innovation and global enterprise adoption.
• Engage with some of the world's largest and most sophisticated enterprise customers.
• Join a high-caliber team operating in a fast-growth, strategically critical market.
• Benefit from the reach, resources, and stability of F5 combined with the innovation and expertise of CalypsoAI.