Enterprise Account Executive (Chicago)

Upwind Security; Chicago (IL); On-site; USD 90,000 - 130,000; Full time

Job summary

Upwind Security is seeking an experienced Enterprise Account Executive in Chicago to develop sales strategies and drive enterprise deals. As a vital part of the team, you will work closely with C-level executives, ensuring that Upwind’s cloud security solutions are effectively positioned. Candidates should have a proven track record in enterprise sales, familiarity with methodologies like MEDDPICC, and excellent communication skills to thrive in a fast-paced startup environment.

Qualifications

• Proven track record of driving and closing enterprise deals.
• Familiarity with qualification methodologies like MEDDPICC.
• Maintain accurate forecasting and reporting of the business.

Responsibilities

• Develop and execute a comprehensive sales strategy.
• Demonstrate understanding of customer needs with C-level executives.
• Lead and execute end-to-end sales cycles with excellence.
• Collaborate with channel partners to expand market reach.

Skills

Driving and closing enterprise deals

Selling to C-level executives and technical stakeholders

Consistent achievement of quota and revenue targets

Excellent communication and presentation skills

Self-motivated and results-driven

Understanding of cloud security concepts

Job description

Description

Upwind is a next-generation Cloud Security Platform that leverages runtime context to identify and prioritize critical risks, providing precise insights and efficient cloud security management. Unlike traditional tools, Upwind uses runtime data proactively for risk prioritization and posture insights, ensuring teams focus on what truly matters. With industry-leading efficiency and eBPF-powered sensors, Upwind delivers comprehensive capabilities, including agentless cloud posture discovery, real-time threat protection, and integrated API security. From misconfigurations to malware defense, Upwind ensures end-to-end, cost-effective cloud infrastructure protection. At Upwind, you’ll have the opportunity to think creatively, explore new ideas, and use your skills to make a meaningful impact on our growth.

We are looking for an experienced Enterprise Account Executive to join our team of expert sellers that is deeply committed to building meaningful relationships with customers, focusing on their value and thinking strategically about bringing deals to close. This is a field sales role open to qualified candidates within the Greater Chicago area.

Responsibilities

• Develop and execute a comprehensive sales strategy to identify and generate new business pipeline, exceed revenue targets, and win new enterprise logos
• Demonstrate a thorough understanding of customer needs, challenges, and business objectives to effectively position Upwind’s solution with C-level executives and technical stakeholders
• Partner closely with technical teams to ensure seamless integration and implementation to accelerate the time-to-value realization for clients
• Lead and execute end-to-end sales cycles with excellence in all phases: from pipeline generation and opportunity qualification to the creation and delivery of a quantifiable business case / ROI justification
• Collaborate and build trusted relationships with Upwind channel partners and ecosystem to expand and optimize market reach
• Lead contract negotiations to completion and successful closure

Requirements

• Proven track record of driving and closing enterprise deals
• Ability to effectively sell to both C-level executives and technical stakeholders in Cloud / Security / DevOps
• Consistent achievement of quota and revenue targets with strong W2 history
• Familiarity and experience utilizing proven qualification methodologies (e.g., MEDDPICC) and a disciplined sales process
• Maintain accurate forecasting and reporting of the business to leadership and embrace a data-driven approach to SFDC hygiene
• Excellent communication and presentation skills.
• Self‑motivated, results-driven, collaborative, and adaptable to keep up in a very fast‑paced, rapidly changing, startup environment
• Strong understanding of cloud security concepts, technologies, and trends preferred