Full-Time

Regional Sales Director

Synack

Synack

201-500 employees

Continuous security testing with Red Team

Compensation Overview

$280k - $320k/yr

+ Equity

Chicago, IL, USA

Remote

Must be located in the Chicago Metro Area.

Category
Sales & Account Management (1)
Required Skills
Sales
Cybersecurity
Vulnerability Analysis
Penetration Testing

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Requirements
  • At least 8 years of sales experience selling Software as a Service cybersecurity solutions to enterprise companies.
  • Demonstrated 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.
  • An entrepreneurial approach to developing the territory, with mastery of the sales process from lead prospecting through close.
  • Ability to independently drive deals through all stages of the deal cycle.
  • Ability to speak to C-suite stakeholders and overcome objections.
  • Relationships and experience working with reseller and technical integration partners.
Responsibilities
  • Build and expand the business, emphasizing 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 internal teams that support the selling effort.
  • Maintain Synack’s security and privacy posture.
Desired Qualifications
  • Experience selling cybersecurity, application security, or penetration testing solutions is preferred.
  • Experience working with reseller and technical integration partners is preferred.

Synack provides a security testing platform that runs continuous penetration testing with a global team of researchers (the Synack Red Team). It checks for vulnerabilities across cloud, APIs, web apps, hosts, and mobile, by simulating attacks in a controlled way. The service launches in days and scales with the client’s needs and environment. Clients receive real-time, customizable reports and integrated workflows that help security teams triage, remediate, and track findings across their assets. Compared with traditional one-off pentests, Synack offers ongoing coverage, visibility, and control, enabling faster risk reduction and ongoing protection. The company’s goal is to help organizations stay ahead of cyber threats by providing continuous security testing and actionable vulnerability management.”} /* end */ }````````````````````````````````````````````````````````````````````````````````````````````````` } // end tool call

Company Size

201-500

Company Stage

Series D

Total Funding

$107.3M

Headquarters

Redwood City, California

Founded

2013

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Simplify Jobs

Simplify's Take

What believers are saying

  • Synack's Omdia report says 95% of organizations prioritize pentesting, supporting demand.
  • Dow partnered with Synack in 2026, validating Synack as a force multiplier.
  • South Africa and Iberia partnerships in 2026 show repeatable international expansion beyond U.S. accounts.

What critics are saying

  • Only 32% of enterprise attack surfaces get tested annually, exposing Synack's core market flaw.
  • Bugcrowd and HackerOne can bundle cheaper automation, pressuring Synack's enterprise pricing.
  • If Sara misses exploit chains, customers will treat Synack as another noisy scanner by 2027.

What makes Synack unique

  • Sara AI Pentesting became generally available on May 5, 2026, blending agentic AI with human validation.
  • Synack's Red Team accepts under 10% of applicants, creating a tightly vetted hacker supply.
  • FedRAMP Moderate support and Tradewinds Awardable status position Synack inside government procurement.

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Benefits

Flexible vacation policy

Company bonding & team events

Covered health plan benefits

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

1%

2 year growth

0%
Synack
Aug 5th, 2026
Build vs. Buy AI pentesting: why Dow chose to partner with Synack.

Build vs. Buy AI pentesting: why Dow chose to partner with Synack. To hear both sides of the build vs buy debate around AI pentesting solutions, Synack, Inc. spoke with Dow's cyber engineering team lead Dan Lacher and Synack's CTO Mark Kuhr. From Dow's perspective, Synack served as a force multiplier for a small internal red team. Meanwhile, building the Synack Autonomous Red Agent (Sara) from scratch definitely had some trial and error.

The Mirror Democrat and Savanna Times-Journal
Jul 27th, 2026
Synack researchers and security professionals to speak at Black Hat USA and DEF CON 34.

Synack researchers and security professionals to speak at Black Hat USA and DEF CON 34. * 1 hr ago REDWOOD CITY, Calif., July 27, 2026 (GLOBE NEWSWIRE) - Synack, the leader in human-validated AI pentesting and continuous security validation, today announced that three of its researchers and security professionals will speak at Black Hat USA 2026 and DEF CON 34. Their appearances include technical research on network infrastructure exploitation and browser-based session hijacking, as well as a panel discussion on the industry's shift toward AI-assisted vulnerability submissions. 'Andy Burnham is desperate to be in charge', says Kemi Badenoch - full Q&A At Black Hat USA, Malcolm Stagg, a Synack Red Team Researcher who is presenting as an independent researcher for SODIUM-24, LLC, will examine how attackers can exploit assumptions embedded in commonly used network designs. At DEF CON, Gregory Disney-Leugers, a Senior Penetration Tester at Synack who is presenting as an independent researcher, will discuss a browser-in-the-middle technique targeting authenticated browser sessions. Eddie Rios, Information Security Analyst at Synack, will join representatives from YesWeHack, HackerOne, Bugcrowd, and Intigriti for a panel discussion on how AI affects submission volume, report quality and platform processes. "Across network infrastructure, browser sessions and AI-assisted vulnerability submissions, the central question is the same: What can security teams trust?" said Angela Heindl-Schober, CMO of Synack. "These sessions show why assumptions must be tested and findings must be validated against real-world exploitability, especially as AI becomes more deeply embedded in offensive security." Alongside these sessions, Synack will host private meetings during Black Hat and DEF CON for security leaders interested in Sara AI Pentesting, continuous security validation and how human expertise and AI can work together to validate exploitable risk across the modern attack surface. Meet with Synack at Black Hat and DEF CON Security leaders attending Black Hat or DEF CON can schedule time with Synack's product and security teams: * Black Hat meetings will be held August 3-6 in Las Vegas. Request a meeting through Synack's Black Hat 2026 event page. * DEF CON meetings will be held throughout the event. Request a meeting through Synack's DEF CON 2026 event page. Synack Speakers at Black Hat and DEF CON * Malcolm Stagg, Researcher, Synack Red Team, Independent Researcher, SODIUM-24, LLC Breaking Trust Boundaries: Exploiting Design Assumptions in Network Infrastructure Black Hat USA, Thursday, August 6, 10:15-10:45 a.m. PT (Oceanside D, Level 2) * Gregory "1umberhack" Disney-Leugers, Senior Penetration Tester, Synack, Independent Researcher Reflections on Disregarding Trust (Weaponizing CDP and MHTML for Header-Agnostic Session Hijacking) DEF CON 34 Main Stage, Friday, August 7, 10:30 a.m. PT (LVCC, L1, Exhibit Hall West 3-904, Main Track 4) * Eddie Rios, Information Security Analyst, Synack Navigating AI-Assisted Submissions panel with YesWeHack, HackerOne, Bugcrowd, and Intigriti DEF CON Bug Bounty Village, Friday, August 7, 2-3 p.m. PT (Level 2, Rooms W206-W207) About Black Hat USA Black Hat USA is the cybersecurity industry's most established and in-depth security event, featuring trainings, briefings, and business hall exhibits for security professionals worldwide. Black Hat USA 2026 takes place August 1-6 at the Mandalay Bay Convention Center in Las Vegas. About DEF CON DEF CON is one of the world's largest and longest-running hacker conventions, bringing together researchers, hackers, and security professionals for talks, villages, and hands-on challenges. DEF CON 34 takes place August 6-9 at the Las Vegas Convention Center. About Synack Synack delivers continuous pentesting through its Human + AI platform for continuous security validation. Sara AI Pentesting, powered by the Synack Autonomous Red Agent, combines agentic AI with the Synack Red Team - the world's most rigorously vetted community of security researchers - to help organizations proactively reduce risk, stay compliant, and stay ahead of evolving cyber threats. Sara handles reconnaissance, attack surface mapping, and initial exploit validation at scale, while human experts validate real-world exploitability and provide the creativity and judgment automation cannot replicate. Founded by former NSA operatives, Synack has enabled nearly 10 million hours of security testing to protect critical assets, from global financial systems to U.S. Defense Department networks. Synack was recognized by both G2 and GigaOm as a Leader in Penetration Testing and PTaaS. Learn more at synack.com and on LinkedIn. Media Contact Katy Nally Senior Content Marketing Manager

Associated Press
Jul 6th, 2026
Synack's Sara AI Pentesting gains 'Awardable' status for US Department of Defense work

Synack announced its Sara AI Pentesting platform has achieved "Awardable" status in the Department of War's Chief Digital and Artificial Intelligence Office (CDAO) Tradewinds Solutions Marketplace. The platform combines AI-driven penetration testing with human validation from the Synack Red Team to help government organisations continuously test their attack surfaces. The Tradewinds Solutions Marketplace is a digital repository of vetted solutions addressing the Department of War's challenges in AI, machine learning, data, and analytics. All awardable solutions undergo assessment through competitive procedures and scoring rubrics. Founded by former NSA operatives, Synack provides continuous pentesting services combining artificial intelligence with human security researchers. The company has enabled nearly 10 million hours of security testing for organisations including financial systems and US Defence Department networks.

Yahoo Finance
Jun 10th, 2026
Synack and Wolfpack bring Sara AI pentesting to South African organisations

Synack is expanding its partnership with Wolfpack Information Risk to bring Sara AI Pentesting to organisations across South Africa. The platform combines agentic AI with the Synack Red Team, a community of ethical hackers, to provide continuous security validation. Wolfpack, a B-BBEE Level 1-certified cybersecurity firm established in 2011, specialises in governance, risk, compliance and penetration testing. The partnership has already served organisations in financial services, mining and telecommunications, delivering faster pre-deployment testing and reduced mean time to remediation. Sara AI Pentesting accelerates reconnaissance and attack surface mapping whilst the human team validates exploitability. The companies will host a joint webinar on 23 June 2026 discussing how continuous security validation can improve attack surface risk management and strengthen resilience against evolving threats.

GlobeNewswire
May 27th, 2026
Synack named a Leader in G2's Grid Report and Enterprise Grid Report for Penetration Testing, Summer 2026.

Synack named a Leader in G2's Grid Report and Enterprise Grid Report for Penetration Testing, Summer 2026. Recognition across both the overall and enterprise categories for penetration testing reflects sustained customer validation of Synack's AI + human approach to continuous security validation. May 27, 2026 07:00 ET | Source: Synack REDWOOD CITY, Calif., May 27, 2026 (GLOBE NEWSWIRE) - Synack, the agentic AI + human penetration testing platform, today announced it has been named a Leader in both the G2 Grid(R) Report for Penetration Testing | Summer 2026 and the G2 Enterprise Grid(R) Report for Penetration Testing | Summer 2026. "Earning a Leader position in a G2 Report is highly competitive and rooted in verified customer reviews," said Godard Abel, co-founder and CEO, G2. "Congratulations to Synack for achieving this distinction. Buyers can be confident this ranking reflects the authentic experiences of real users." This recognition is based on the responses of real users for each of the Grid-related questions featured in the G2 review form. It reflects consistent customer satisfaction across enterprise and regulated environments: * "Synack has proven to be a strong partner that continues to innovate while maintaining the operational maturity and support we rely on." - Manager, Cyber Defense * "The pen test results that come out of the service are very robust and always accompanied with detailed documentation enabling our teams to recreate the vulnerability." - VP, Deputy Chief Information Security Officer * "The continuous pressure applied through the Synack platform provides always-current and relevant results for our attack surface." - Cybersecurity Engineering Team Leader "Only about 10% of all vendors on G2 typically earn a spot in our quarterly Market Reports - making Synack's recognition a true accomplishment," said Eric Gilpin, President, GTM at G2. "This honor reflects the strong satisfaction of Synack's customers and the trust buyers place in G2's data-driven methodology." "The conversation has moved past whether a vendor has AI. Buyers are now asking whether they can trust the output," said Angela Heindl-Schober, Chief Marketing Officer at Synack. "Enterprise teams are selecting for verified results, accountability, and continuity - not headline features. Being named a Leader in the Enterprise Grid tells us our customers are getting what they came for: a continuous security validation program that holds up in the most demanding environments." "Covering a large, dynamic attack surface is not a tooling problem - it is a judgment problem," said Mark Kuhr, Co-Founder and Chief Technology Officer at Synack. "Sara AI Pentesting, powered by the Synack Autonomous Red Agent (Sara), handles the breadth: continuous reconnaissance and initial exploit validation at scale. Our Synack Red Team (SRT) researchers handle what automation cannot - chaining findings and identifying the attack paths. These G2 customer reviews illustrate the power of that combination." Synack was founded in 2013 with a model built around elite human expertise governed by rigorous vetting. The SRT accepts fewer than 10% of applicants, putting each candidate through multi-stage technical assessment, identity verification, and background screening before they access a customer environment. Sara AI Pentesting expands on that foundation by running continuously across the attack surface at machine speed, freeing SRT researchers to focus on the vulnerabilities that require human judgment and adversarial context. Enterprise customers across the public sector, financial services, and healthcare sectors continue to validate Synack's combination of agentic AI coverage and rigorously vetted human expertise in G2 reviews. For more information, visit g2.com. About Synack Synack delivers continuous pentesting through its Human + AI platform for continuous security validation. Sara AI Pentesting, powered by the Synack Autonomous Red Agent, combines agentic AI with the Synack Red Team - the world's most rigorously vetted community of security researchers - to help organizations proactively reduce risk, stay compliant, and stay ahead of evolving cyber threats. Sara handles reconnaissance, attack surface mapping, and initial exploit validation at scale, while human experts validate real-world exploitability and provide the creativity and judgement automation cannot replicate. Founded by former NSA operatives, Synack has enabled nearly 10 million hours of security testing to protect critical assets, from global financial systems to U.S. Defense Department networks. Synack was recognized by GigaOm's 2025 PTaaS Radar as both a Leader and Fast Mover, and received Global InfoSec Awards for Market Leader in AI-Powered Cybersecurity and Trailblazer in PTaaS. Learn more at synack.com Media Contact Katy Nally Senior Content Marketing Manager [email protected]