Enterprise Account Executive / Product Specialist

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 we expand into Latin America. 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 on the field 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

• Serve as a CalypsoAI product & sales 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

• Co-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

• Work with BDR teams to help convert inbound enterprise demand into closed new business

• Collaborate with field sales teams to provide insights in order to 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

• 10+ years of demonstrated success in enterprise software/technology sales and account management, including 4+ years in a specialized overlay / subject matter expert (SME) roleco-selling alongside core sales teams.

• Strong domain expertise in AI: Proven understanding of Generative AI architectures and fundamentals, paired with practical knowledge of AI Security concepts (e.g., AI Gateway/Guardrails, LLM vulnerability management, prompt injection defenses, model governance, and compliance).

• Cross-functional leadership: Track record of driving complex sales cycles, educating field sales teams, and engaging technical leadership (CISOs, CIOs, Chief AI Officers) on AI risk and security posture.

• This role requires approximately 50% regional travel across Latin America to support strategic customer meetings, field sales alignment, and regional events.

• Proven success selling complex, high-value solutions into large enterprise environments in Latin America

• 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)

• 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

• You should be fluent in Spanish and English. Portuguese is a plus.

• Reside in Mexico, Colombia, Chile or Brazil

Why Join Us

• 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

The Job Description is intended to be a general representation of the responsibilities and requirements of the job. However, the description may not be all-inclusive, and responsibilities and requirements are subject to change.

Please note that F5 only contacts candidates through F5 email address (ending with @f5.com) or auto email notification from Workday (ending with f5.com or @myworkday.com).

Equal Employment Opportunity

It is the policy of F5 to provide equal employment opportunities to all employees and employment applicants without regard to unlawful considerations of race, religion, color, national origin, sex, sexual orientation, gender identity or expression, age, sensory, physical, or mental disability, marital status, veteran or military status, genetic information, or any other classification protected by applicable local, state, or federal laws. This policy applies to all aspects of employment, including, but not limited to, hiring, job assignment, compensation, promotion, benefits, training, discipline, and termination. F5 offers a variety of reasonable accommodations for candidates. Requesting an accommodation is completely voluntary. F5 will assess the need for accommodations in the application process separately from those that may be needed to perform the job. Request by contacting accommodations@f5.com.