Enterprise Account Executive - Midwest

Must be located in OH / PA

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.

With over 350 team members and 1,300 customers in more than 60 countries, Pentera is a growing company supported by top investors such as Insight Partners, K1, and The Blackstone Group.

If you want to grow your skills, make an impact, and be part of an innovative team, Pentera is the place for you.

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.

·      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!