Regional Sales Director, Chicago (AIM Security)

Position Overview 

We are seeking a driven and accomplished Major Account Executive to join our high-growth team at AIM Security. In this role, you will be responsible for driving new business and expanding existing relationships with major enterprise accounts across the Americas. You’ll lead strategic sales initiatives for our AI Security Platform, working directly with C-level executives and senior stakeholders to position AIM as the trusted partner for securing AI adoption. 

This is a hunter-oriented role with significant earning potential and visibility. The ideal candidate brings a proven record of closing large, complex deals in cybersecurity or emerging tech markets, and thrives in a fast-paced, entrepreneurial environment. 

Who We Are 

AIM Security is a leader in Generative AI Security. Our platform helps enterprises adopt AI securely, with capabilities across: 

• AI Security Posture Management (AI-SPM) – Visibility, discovery, and governance for enterprise AI use. 

• AI Firewall – Real-time enforcement and policy control for AI interactions. 

• Agent Lifecycle Governance – Security for AI agents, shadow AI detection, and supply chain risk mitigation. 

AIM has been recognized by Gartner, industry analysts, and global enterprises as one of the most innovative companies enabling safe and compliant AI transformation. 

Responsibilities 

• Develop and execute a territory sales plan focused on winning and expanding major enterprise accounts across your assigned region. 

• Build trusted relationships with C-level executives, CISOs, CIOs, and AI program leaders to understand their business and security priorities. 

• Own the full sales cycle – from prospecting and pipeline creation through contract negotiation and deal closure. 

• Lead complex enterprise deals, orchestrating internal resources (SEs, product, marketing, channel) to deliver compelling proposals and proof of value. 

• Leverage the channel ecosystem to expand reach, accelerate pipeline, and scale account coverage. 

• Forecast accurately and maintain disciplined pipeline management in CRM (Salesforce). 

• Represent AIM Security at industry events, conferences, and customer forums as a thought leader in AI security. 

• Travel as required (40–60%) to meet customers, partners, and internal teams. 

Requirements 

• Proven major account seller with 7+ years of enterprise sales success in cybersecurity, SaaS, or emerging AI technologies. 

• Strong hunter DNA – consistently overachieving quotas through net-new logo acquisition and strategic account growth. 

• Deep knowledge of cybersecurity, cloud, or AI adoption trends; able to translate technical value into clear business outcomes. 

• Established executive network within enterprise accounts and the ability to open doors at the C-suite. 

• Skilled in solution selling and value-based sales methodologies (e.g., MEDDICC, Challenger, Sandler). 

• Excellent communicator, negotiator, and relationship builder, with the ability to influence across technical and executive stakeholders. 

• Entrepreneurial mindset – comfortable operating in a dynamic, high-growth startup environment. 

• Bachelor’s degree preferred; MBA or advanced degree a plus. 

Cato Networks is an equal opportunity employer. We welcome and encourage diversity in the workplace regardless of race, gender, religion, age, sexual orientation, gender identity, disability or veteran status.

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