Lead Offensive Security Engineer

Company Overview

Docusign brings agreements to life. Over 1.5 million customers and more than a billion people in over 180 countries use Docusign solutions to accelerate the process of doing business and simplify people’s lives. With intelligent agreement management, Docusign unleashes business-critical data that is trapped inside of documents. Until now, these were disconnected from business systems of record, costing businesses time, money, and opportunity.

Using Docusign’s Intelligent Agreement Management platform, companies can create, commit, and manage agreements with solutions created by the #1 company in e‑signature and contract lifecycle management (CLM).

You will play a critical role in protecting Docusign’s products and customers by spearheading offensive security testing initiatives. This includes driving penetration tests, conducting red team exercises, mentoring team members, and performing security research.

This position is an individual contributor role reporting to the Director of Offensive Security.

Responsibility

• Provide clear technical guidance and direction to the team
• Mentor team members, imparting advanced offensive security skills and knowledge
• Oversee the planning and execution of offensive security projects
• Identify and direct areas for security investigation in coordination with the director and other leads
• Serve as a key subject matter expert and point of contact for stakeholders, assisting with vulnerability impact analysis and defining remediation strategies
• Work closely with the Product Security Incident Response Team (PSIRT) and engineering teams to analyze and drive the resolution of product security issue
• Maintain professional and responsive communication with all stakeholders throughout the security evaluation lifecycle
• Message key threats to the business to relevant stakeholders
• Collaborate effectively with cross‑functional groups, including Threat Intelligence and PSIRT, to continuously strengthen the overall product security posture

Remote: Employee is not required to be in or near an office frequently and works from a designated remote work location for the majority of the time.

Positions at Docusign are assigned a job designation of either In Office, Hybrid or Remote and are specific to the role/job. Preferred job designations are not guaranteed when changing positions within Docusign. Docusign reserves the right to change a position’s job designation depending on business needs and as permitted by local law.

Basic

• 12+ years experience (10+ with a Master’s degree) in security research, red teaming or penetration testing experience including on web application security
• Experience in exploit development
• Experience with cybersecurity principles, incident response life cycles, and security best practices
• Experience with CVSS (Common Vulnerability Scoring System) for rating vulnerabilities, MITRE ATT&CK for adversary tactics and techniques, and CWE (Common Weakness Enumeration) for identifying and categorizing software weaknesses
• Experience leading a team effectively and communicating offensive security findings to leadership

Preferred

• Strong analytical and problem‑solving skills, with a keen eye for detail
• Excellent written and verbal communication skills, with the ability to explain technical concepts clearly
• Bachelor’s degree in Computer Science, Information Security, or a related field
• Industry certifications such as OSCP, GXPN, OSEP, OSWA, OSWE, OSDA
• Experience with cloud, container, or network security testing
• Experience with AI security testing

Pay for this position is based on a number of factors including geographic location and may vary depending on job‑related knowledge, skills, and experience.

Based on applicable legislation, the below details pay ranges in the following locations:

California: $ - $ base salary

Illinois, Colorado, Massachusetts and Minnesota: $ - $ base salary

Washington, Maryland, New Jersey and New York (including NYC metro area): $ - $ base salary

Washington DC: $ - $ base salary

Ohio: $ - $ base salary

This role is also eligible for the following:

• Bonus:
  Sales personnel are eligible for variable…