Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full enterprise sales cycle, from prospecting and discovery through demonstrations, proof-of-concepts, negotiation, and close. Build and self-source pipeline, sell cybersecurity solutions to CISOs and security leaders, maintain accurate forecasts, and achieve quota on enterprise deals. Use Salesforce, Gong, Outreach or Apollo, Sales Navigator, and AI tools to support an efficient sales motion while providing feedback to product, marketing, and sales enablement teams.

Leads enterprise sales across the Western United States, driving revenue growth, customer expansion, new business development, forecasting, and quota achievement. Manages, hires, trains, and motivates Account Executives; develops regional sales strategies, campaigns, channel partnerships, and upsell programs. Supports complex customer engagements, communicates technical and business value, provides market feedback, and influences product positioning. Requires cybersecurity vendor experience, executive-level relationship skills, and at least 50% travel.

Designs and deploys Pentera’s security validation platform in complex enterprise environments, leads penetration-testing and remediation deep dives, advises customers on threats and attack techniques, educates users, supports adoption and expansion, and relays customer feedback to Product, R&D, and Support teams.

Conduct hands-on research into attacker techniques across OS, identity, cloud, and enterprise environments. Design and implement production-grade, adaptive attack emulations, architect decision-making logic, develop security-focused code, integrate findings into the platform, and mentor team members.

Serve as a technical liaison between sales and customers, demonstrating Pentera's automated security validation, conducting demos, leading technical engagements, analyzing customer requirements, supporting on-site evaluations and post-sale adoption, collaborating with partners, and representing the company at events.

The company invites talented candidates to submit their CVs for future opportunities, even if no current openings match their qualifications.