--- title: 'Regional Sales Director at Synack' canonical: 'https://feeny.ai/job/regional-sales-director-synack-chicago-xcw94nq5bkd7' type: 'job' last_seen: '2026-09-11' --- # Regional Sales Director at Synack - **Company:** Synack - **Location:** Chicago, IL - **Work type:** remote - **Posted:** 2026-06-18 - **Last confirmed live:** 2026-09-11 - **Apply:** https://job-boards.greenhouse.io/synack/jobs/8013342 ## Job description Synack’s Penetration Testing as a Service platform manages customers’ attack surfaces by discovering new assets, pentesting for critical vulnerabilities and gaining visibility into the root causes of security risks. We are committed to making the world more secure by harnessing a talented, vetted community of security researchers to deliver continuous penetration testing and vulnerability management, with actionable results. Synack's PTaaS platform has uncovered more than 71,000 exploitable vulnerabilities to date, protecting a growing list of Global 2000 customers and U.S. agencies in a FedRAMP Moderate Authorized environment. For more information, please visit [www.synack.com](http://www.synack.com/). We are seeking a Regional Sales Director with demonstrated selling experience in cybersecurity to grow the territory for enterprises headquartered in the Chicago Metro Area. This role will require continued pipeline expansion with emphasis on new logos and nurturing of existing clients. You will navigate complex accounts, build strong relationships in and outside of the security organization, generate and deliver winning proposals, contract bids, statements of work, and RFI/RFP responses. Reporting to the Regional Vice President of Sales, this is an individual contributor role requiring a highly motivated self-starter responsible for achieving sales quotas and goals in line with the overall sales strategies for the regional territory. This is a remote position and qualified candidates must be located in the Chicago Metro Area. Please note, this is an individual contributor role. Sounds interesting? Keep reading... Here’s what you'll do - Build and expand our business with an emphasis on new logos - Prospect and build relationships in key enterprise accounts - Facilitate business and technical discovery conversations and overcome objections with technical stakeholders - Create and deliver proposals, contract bids and statements of work to C-level prospects and customers - Work cross functionally with associated internal teams that help progress the selling effort Here’s what you’ll need - 8+ years of sales experience selling SaaS cybersecurity solutions to enterprise companies; preferably cybersecurity, application security or penetration testing solutions - History demonstrating command and leadership of the entire sales lifecycle with a hunter mentality - Demonstrated ability to align customer stakeholders, uncover implicit needs and communicate clearly in executive conversations and presentations - Entrepreneurial approach to developing your territory with mastery of the entire sales process from prospecting leads to close - Confident and successful driving a deal through all stages of the deal cycle independently - Comfortable speaking to the C-suite and the ability to overcome objections - Relationships and experience working with reseller and technical integration partners Ready to join us? Synack is committed to embracing diversity. Our people are our strength.  Each addition to our team is an opportunity to grow and diversify our ideas, experiences, and viewpoints. Synack strives to be inclusive of all people. As a candidate, Synack cares about your privacy. Please view our [candidate privacy policy](https://www.synack.com/candidate-privacy-notice/). This position has responsibility to ensure Synack’s security and privacy posture is maintained. $280,000 - $320,000 The range listed represents a reasonable estimate of the on target earnings for this role based on national salary averages. Salary offered to a successful candidate is determined by a combination of factors including location, level, relevant experience, role related education and skills. The compensation package for this position may also include equity and benefits. For more details about our benefits, please see [our benefits overview](https://synack.mybenefits.life/). Then for the Employer code, enter: synack ## About Synack ## Company Overview - **One-liner**: Synack provides an AI-powered Penetration Testing as a Service (PTaaS) platform that fuses intelligent AI agents with a vetted community of human security researchers to deliver continuous, high-fidelity security validation. - **Entity Type**: Private (Series D) - **Headquarters**: Redwood City, California, United States - **Founded**: 2013 - **Founders**: Jay Kaplan (CEO and Co-founder) ## Core Business - **Primary industry**: Computer and Network Security / Cybersecurity - **Target customers**: B2B, Enterprise, specifically security teams managing complex attack surfaces in global financial systems, U.S. Department of Defense, and other critical infrastructure sectors. - **Mission or purpose statement**: To make the world more secure by leveraging global security talent coupled with advanced technology to help enterprises discover security vulnerabilities before they become business problems. ## Products & Services - **Synack Platform (PTaaS)**: A platform that combines the speed and scale of intelligent AI agents with the judgment of vetted human testers. It delivers continuous, high-fidelity assessments that go beyond automated scans, covering web applications, APIs, cloud environments (AWS, Azure, GCP), and hosts. - **Attack Surface Management**: Continuously discovers, fingerprints, and prioritizes internet-facing assets for immediate testing. - **AI Pentesting**: Automated pentesting launched in days, using both human and AI agents to filter out 99.98% of noise, delivering only verified, real vulnerabilities. ## Market Standing - **Valuation/Market Cap**: Not publicly disclosed (Private company). - **Key Metric**: Total Funding of **$107.6M** across 7 rounds. Annual Revenue estimated at **$37.0M**. - **Notable Investors/Partners**: Backed by top-tier venture capital firms including **Kleiner Perkins Caufield & Byers**, **Microsoft (M12 - Microsoft's Venture Fund)**, and **Google Ventures**. Other investors include Icon Ventures and Notable Capital. - **Growth Signals**: Enables nearly 10 million hours of expert testing. Protects U.S. Department of Defense networks. Headcount of 192 employees (+0.4% YoY). Operates in 24 countries. Named "Fast" in flexibility, value, and scalability compared to other PTaaS vendors. ## Competitive Advantages - **Human + AI Fusion**: Unique model combining the speed of AI agents with the intuition and creativity of highly vetted human security researchers (the Synack Red Team) to find logic flaws, chained exploits, and subtle vulnerabilities that automated tools miss. - **Noise Reduction**: Filters out 99.98% of false positives, delivering only verified, exploitable vulnerabilities. - **Elite Talent Pool**: Access to at least 35 highly qualified penetration testers per engagement, drawn from a global community of vetted security researchers. - **Military-Grade Origin**: Founded by former NSA cybersecurity operators, bringing military-grade discipline and adversarial thinking to enterprise security. - **Proven Track Record**: 47% faster vulnerability remediation, 32% lower pentesting costs, and 22 days saved per pentest. ## Strategic Focus - **Continuous Security Validation**: Moving away from periodic testing to a continuous, always-on model. - **AI Innovation**: Deepening the integration of agentic AI to enhance the speed and scale of testing. - **Expanding Attack Surface Coverage**: Continuously discovering and testing new assets across cloud, API, and ephemeral environments. - **Protecting Critical Infrastructure**: Deep focus on securing global financial systems, defense networks, and other sensitive sectors. ## Why Work Here - **Culture**: Fast-paced, global company with a culture of inclusion, innovation, and interconnectedness. Core values include innovation, respect, trust, transparency, and a passion for the mission. - **Work Model**: Remote in the US. Most roles listed are remote-first. - **Benefits**: Competitive compensation packages, comprehensive medical/dental/vision coverage (US), generous paid parental leave, and ample holidays and time off ("work hard to play hard"). - **Engineering Culture**: Focus on solving big problems with tenacity and innovation. Teams are empowered to take on tough challenges. R&D roles include Senior Software Engineer, AI; Director, Software Engineering, AI; and DevOps Engineer. - **Team**: Diverse workforce with employees across 24 countries. Technical roles make up the largest department (26%). Notable talent sources include Bugcrowd, HackerOne, and FireEye. ## Sources 1. [synack.com](https://www.synack.com/) 2. [synack.com - About](https://www.synack.com/about/) 3. [synack.com - Careers](https://www.synack.com/careers/) 4. [LinkedIn - Synack](https://www.linkedin.com/company/synack-inc-) 5. 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