Enterprise Account Executive

Pentera

. Own the full sales cycle end to end across enterprise accounts, including prospecting, discovery, demos, POCs with Sales Engineers, negotiation, and closing .

Posted 10/8/2026full-timeRemote • Massachusetts • United StatesMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in full-cycle enterprise B2B sales, particularly within the cybersecurity domain, with a strong focus on self-sourcing pipeline and CISO-level selling. Proficient in utilizing AI-assisted sales tools to drive demand and maintain accurate forecasting.

Highest-signal resume keywords

Enterprise B2B Sales ExperienceQuota Attainment on Full-Cycle DealsCISO-Level SellingSelf-Sourcing PipelineProficiency with AI-Assisted Sales Tools

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Full-Cycle SalesProspectingNegotiationClosingBusiness Risk Assessment

Soft Skills

CommunicationRelationship BuildingDemand Generation

Tools & Technologies

SalesforceGongOutreach/ApolloSales NavigatorAI Tools

Industry Keywords

CybersecurityCISOEnterprise AccountsSales CycleBuyer Insights

Tech Stack

Tools & technologies

ApolloCyber Security

About the role

Key responsibilities & impact

Own the full sales cycle end to end across enterprise accounts, including prospecting, discovery, demos, POCs with Sales Engineers, negotiation, and closing
Self-source pipeline by opening doors and creating demand
Sell to CISOs and security leaders, anchoring conversations to business risk
Run an AI-assisted sales motion using Salesforce, Gong, Outreach/Apollo, Sales Navigator, and AI tools
Forecast accurately and maintain a clean pipeline with clear next steps
Feed buyer insights into Product, Marketing, and the sales playbook

Requirements

What you’ll need

5+ years of enterprise B2B sales experience; cybersecurity or security buyers strongly preferred
Proven quota attainment on full-cycle enterprise deals, from first touch to close
Track record of self-sourcing pipeline, opening doors, and building demand
Credible CISO-level selling focused on risk and outcomes
Proficiency with AI-assisted sales tools: Salesforce, Gong, Outreach/Apollo, Sales Navigator, and AI tools

Benefits

Comp & perks

Comprehensive and attractive benefits package designed to support well-being and growth