Sales Director

Sprocket Security • Chicago, IL

5d • Remote

About The Position

Our mission is to help secure as many companies as possible, by using the best way of doing so, penetration testing. Sprocket Security prioritizes offensive security for enterprises, empowering them to build robust defense strategies based on individual business risk. How At Sprocket Security, we’ve built an expert-driven Continuous Penetration Testing platform that blends cutting-edge automated and manual testing methods. Your Mission As the Sales Director, you will have the opportunity to take real ownership of Sprocket Security’s revenue engine at a pivotal moment in the company’s growth. This role exists because the business has reached an inflection point: the market demand is real, our solution is market leading, and the opportunity is clear. What’s needed now is a sales leader who wants to build, refine, and scale execution. You’ll work closely with the CEO and COO to bring rigor, clarity, and consistency to the sales organization. This is a hands-on leadership role. You will lead the global net-new business sales team comprised of Account Executives, and BDR’s.

Requirements

• Minimum 2–5+ years of experience leading sales teams, with direct responsibility for revenue outcomes.
• Proven record of achieving or exceeding quota through teams.
• Ability to understand and speak the language of cybersecurity buyers.
• Experience leading Account Executives in a net-new, outbound-driven sales motion.
• Strong experience enforcing a structured sales methodology (MEDDPIC experience required).
• Experience managing a sales team of Account Executives that are focused on selling into the mid-market / commercial / lower enterprise segments.
• Demonstrated ability to improve forecasting accuracy and pipeline discipline.
• Experience selling cybersecurity products and/or tech-enabled security services.
• Comfortable operating in fast-paced, evolving environments with limited structure.
• Strong communication skills and executive presence, including with customers.

Nice To Haves

• Experience working for an offensive security vendor or selling penetration testing services.
• Experience selling tech-enabled services (not pure SaaS only).
• Experience working with both direct and partner-led sales motions.
• History of building or scaling sales teams in earlier-stage or growth-stage companies.
• Demonstrated success developing future sales leaders.
• Active participation in the cybersecurity or go-to-market community.
• Bachelor’s degree or higher (4-year degree).

Responsibilities

• Own and lead the execution of Sprocket Security’s net-new sales motion.
• Manage and develop a team of Account Executives and Business Development.
• Drive consistent quota attainment through disciplined execution, coaching, and accountability.
• Establish and enforce a consistent sales process across the full deal lifecycle.
• You will help build the BDR to AE progression model and be responsible for BDR’s progressing to Account Executive roles.
• E nsure MEDDPIC is applied rigorously across pipeline without slowing momentum.
• Own forecasting accuracy and inspection, ensuring leadership can trust the number.
• Coach live deals, including joining customer calls, supporting negotiations, and guiding strategy.
• Improve and measure rep time to ramp expectations, identify early success signals, and performance standards.
• Partner closely with Sales Engineering, Marketing, Channels, Customer Success, and Product to improve win rates and customer outcomes.
• Help shape go-to-market strategy, segmentation, and positioning as the business scales.
• Build and refine sales enablement, operating cadence, and performance metrics.
• Serve as a key leader in evolving the sales organization toward CRO-level maturity.

Benefits

• Unlimited and mandatory PTO for healthy work/life balance.
• Company matched 401k (immediate eligibility, no one should have to wait to start saving).
• 75% company contribution for health insurance for employees and 50% for dependants.
• 100% company contribution for dental and vision.
• Work whatever schedule works best for you. We care about results, not 9-5.
• Hardware and tools of your choice
• Support for your career development with paid training, conferences, certifications, etc.

What This Job Offers

• Job Type: Full-time
• Career Level: Director