Enterprise Account Executive - New England

Pentera; Burlington (MA); On-site; USD 330,000 - 360,000; Full time

Benefits offered by this job

Comprehensive benefits package

Job summary

Pentera is seeking a high-impact Enterprise B2B sales professional based in New England, USA. You will own the full sales cycle—from prospecting to close—selling an AI-native platform to CISOs and security leaders, and leveraging a modern AI-assisted sales stack to research and personalize at scale.

You will source your own pipeline and shape the motion, aligning with Product and Marketing to drive growth. A strong track record in quota attainment is required.

Qualifications

• 5+ years of enterprise B2B sales, cybersecurity buyers preferred.
• Proven quota attainment on full-cycle enterprise deals.
• Self-sourced pipeline with own doors opened.
• Credible CISO-level selling—focus on risk and outcomes.
• Proficient with AI-assisted sales stack: Salesforce, Gong, Outreach/Apollo, Sales Navigator, AI tools.

Responsibilities

• Own the full sales cycle end to end across enterprise accounts.
• Self-source your pipeline and create demand.
• Sell to CISOs and security leaders focusing on business risk.
• Forecast honestly and maintain a clean pipeline; push for next steps.

Skills

Enterprise sales

B2B sales

Cybersecurity

Quota attainment

Pipeline development

CISO-level selling

Sales tech stack

Tools

Salesforce

Gong

Outreach

Apollo

Sales Navigator

AI tools

Job description

Accelerate Your Career in Cybersecurity

Pentera is the market leader in AI-native Security Validation, equipping enterprises with the platform to proactively test their defenses against the latest cyber attacks. Pentera proves which exposures are truly exploitable across the entire attack surface and drives remediation workflows that reduce real risk. Anchored in real-attack validation, the Pentera platform powers the full Continuous Threat Exposure Management (CTEM) cycle, from exposure discovery through prioritization, validation, and mobilization. Thousands of security teams around the world trust Pentera to close their security gaps before threat actors can exploit them.

Must be based in New England, USA.

The Role

Most security sales roles have you pitching fear. This one has you proving it: an AI-native platform that emulates real attacks inside a customer’s own environment - the strongest demo in cybersecurity, because the results are the customer’s own.

You’ll run your territory like a business: full cycle, first touch to close, pipeline and doors you open yourself. You’ll shape how we sell, not just run the play - and what you close moves the company’s trajectory, not just your number.

What You’ll Do

• Own the full sales cycle end to end - prospecting, discovery, demos, POCs with our Sales Engineers, negotiation, close - across enterprise accounts.
• Self-source your pipeline: open your own doors and create demand - don’t wait for it.
• Sell to CISOs and security leaders, anchoring every conversation to their business risk, not our feature list.
• Run a modern, AI-assisted sales motion: Salesforce, Gong, Outreach/Apollo, Sales Navigator, and AI tools to research and personalize at scale.
• Forecast honestly and keep your pipeline clean - no deal goes dark without a clear next step.
• Shape the motion, not just run it - what you hear from buyers feeds Product, Marketing, and the playbook.

Requirements

• 5+ years of enterprise B2B sales - cybersecurity or security buyers strongly preferred.
• Proven quota attainment on full-cycle enterprise deals, first touch to close.
• A self-sourced pipeline track record: you open your own doors and build demand.
• Credible CISO-level selling - risk and outcomes, not decks and scripts.
• Proficient with the AI-assisted sales stack: Salesforce, Gong, Outreach/Apollo, Sales Navigator, AI tools.

Pentera offers a competitive OTE in the range of $330,000 - $360,000 OTE , depending on experience and fit.

In addition, we provide a comprehensive and attractive benefits package designed to support your well-being and growth.

We are an equal opportunity employer and we are committed to building a diverse and talented workforce. We do not discriminate on the basis of race, sex, religion, colour, national origin, gender, gender identity, sexual orientation, age, marital status, veteran status, medical condition, disability, or any other class or characteristic protected by applicable law. We welcome candidates from all backgrounds to join us!