Enterprise Account Executive - Colorado

Pentera•Burlington, MA

About The Position

Pentera is hiring an Enterprise Account Executive based in Colorado to sell its AI-native Security Validation platform to enterprise accounts. The platform emulates real attacks in customers’ environments to identify exploitable exposures and support remediation across the Continuous Threat Exposure Management cycle. The role owns the full sales cycle, from prospecting and discovery through demonstrations, proof-of-concepts with Sales Engineers, negotiation, and close. The Enterprise Account Executive is expected to build and self-source pipeline, sell to CISOs and security leaders by connecting the platform to business risk and outcomes, maintain accurate forecasts, and help shape Pentera’s sales approach through feedback from buyers. The role uses an AI-assisted sales stack and offers a competitive OTE of $330,000–$360,000, depending on experience and fit, along with a comprehensive benefits package.

Requirements

  • Must be based in Colorado.
  • At least 5 years of enterprise B2B sales experience; cybersecurity experience or experience selling to security buyers is strongly preferred.
  • Proven quota attainment on full-cycle enterprise deals, from first touch through close.
  • Track record of self-sourcing pipeline and creating demand.
  • Ability to sell credibly at the CISO level, focusing on risk and outcomes.
  • Proficiency with Salesforce, Gong, Outreach or Apollo, Sales Navigator, and AI tools.

Nice To Haves

  • Cybersecurity experience or experience selling to security buyers.

Responsibilities

  • Own the full sales cycle across enterprise accounts, including prospecting, discovery, demonstrations, proof-of-concepts with Sales Engineers, negotiation, and closing.
  • Self-source pipeline by opening doors and creating demand.
  • Sell to CISOs and security leaders, anchoring conversations in business risk and outcomes.
  • Use an AI-assisted sales motion and tools to research prospects and personalize outreach at scale.
  • Maintain honest forecasts and clean pipeline records, ensuring every deal has a clear next step.
  • Share buyer feedback to help shape Product, Marketing, and the sales playbook.

Benefits

  • Competitive OTE of $330,000–$360,000, depending on experience and fit.
  • Comprehensive and attractive benefits package designed to support well-being and growth.
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