Enterprise Account Executive

Field-NY Metro, USA · Exec

Sponsorship not specified$135k-$203kDetected 35 days ago

LLMsCybersecuritySalesAccount ManagementNegotiationOutbound SalesForecastingLoad BalancingLeadershipCommunicationPublic Speaking

About the role

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.
CalypsoAI is at the forefront of this market.

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.
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
Lead tailored product demonstrations, executive presentations, and proof-of-value engagements
Manage pipeline, forecasting, and deal strategy while helping mature the enterprise sales playbook
Our teams empower organizations across the globe to create, secure, and run applications that enhance how we experience our evolving digital world.
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.

5+ years of experience in enterprise software sales, ideally in cybersecurity, infrastructure, or AI-related solutions
Proven success selling complex, high-value solutions into large enterprise environments
Ability to operate effectively in fast-paced, evolving environments while navigating enterprise-scale processes
Excellent communication skills with the ability to influence both technical and executive audiences
knowledge of Generative AI and LLM ecosystems is a strong advantage
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.

Solid grounding in qualification and value-based selling methodologies (MEDDIC, Command of the Message preferred)
Prior startup, scale-up, or post-acquisition integration experience is a plus

$135,200.00 - $202,800.00
F5 maintains broad salary ranges for its roles in order to account for variations in knowledge, skills, experience, geographic locations, and market conditions, as well as to reflect F5's differing products, industries, and lines of business.
The pay range referenced is as of the time of the job posting and is subject to change.
You may also be offered incentive compensation, bonus, restricted stock units, and benefits.
The annual base pay for this position is: $135,200.00 - $202,800.00

https://www.f5.com/company/careers/benefits.
F5 reserves the right to change or terminate any benefit plan without notice.
This policy applies to all aspects of employment, including, but not limited to, hiring, job assignment, compensation, promotion, benefits, training, discipline, and termination.
Benefit from the reach, resources, and stability of F5 combined with the innovation and expertise of CalypsoAI
You may also be offered incentive compensation, bonus, restricted stock units, and benefits.

At F5, we strive to bring a better digital world to life.
We are passionate about cybersecurity, from protecting consumers from fraud to enabling companies to focus on innovation.
That means we obsess over how to make the lives of our customers, and their customers, better.
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.
Engage with some of the world's largest and most sophisticated enterprise customers

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.
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.

This listing is sourced directly from F5's careers page and normalized into a canonical job model.