Manager Offensive Cybersecurity / Penetration Testing

Posted 2 Days Ago
Be an Early Applicant
San Ramón, Santiago, Región Metropolitana de Santiago, CHL
In-Office
123K-190K Annually
Senior level
HR Tech
The Role
Lead and mature offensive security by managing penetration testing across applications, networks, infrastructure, and cloud. Validate vulnerabilities and attack paths, develop proofs-of-concept, drive remediation, improve testing processes and automation, mentor team members, and deliver metrics and reporting to leadership.
Summary Generated by Built In

Who We Are

Robert Half, one of FORTUNE’s World’s Most Admired Companies and a Fortune 100 Best Companies to Work For is hiring a Manager of Offensive Cybersecurity / Penetration Testing to join the Enterprise Information Security team. 

This individual will lead and mature the organization’s offensive security capabilities within the Enterprise Information Security (EIS) team. This role is responsible for managing penetration testing activities across applications, infrastructure, networks, and cloud environments; identifying and validating security weaknesses; and driving improvements in testing processes, automation, and operational maturity. The ideal candidate combines deep hands-on technical expertise with strong leadership, communication, and program management skills.

What You'll Do

  • Lead and oversee penetration testing engagements across enterprise applications, systems, networks, cloud platforms, and other in-scope environments.

  • Define testing scope, methodology, and priorities based on business risk, threat intelligence, and organizational objectives.

  • Validate vulnerabilities and attack paths through manual testing, proof-of-concept development, and adversary emulation techniques.

  • Partner with engineering, infrastructure, and application teams to communicate findings, support remediation, and improve overall security posture.

  • Lead, mentor, and develop team members to strengthen offensive security capabilities and technical depth.

  • Establish and mature offensive security processes, methodologies, reporting standards, and quality controls.

  • Develop metrics and reporting to communicate testing coverage, findings trends, remediation progress, and program effectiveness to leadership.

  • Collaborate with cross-functional stakeholders to prioritize testing activities and support secure design and remediation efforts.

  • Develop or adapt proof-of-concept exploits to validate vulnerabilities and assess potential business impact.

  • Create repeatable assessment and reporting processes that support audit, compliance, and governance requirements.

What You'll Need

  • Bachelor’s degree in Computer Science, Information Security, or a related field, or equivalent practical experience; advanced degree preferred.

  • OSCP, OSEP, CRTP, CEH, CPT, CEPT, GPEN or other experienced industry standard penetration testing Certification(s) required.

  • 7+ years of combined IT and security work experience with a broad range of exposure to systems analysis, application development, database design, networking, administration, identity, or other responsibilities preferred.

  • 5+ years’ experience in information security required.

  • 3+ years’ experience performing penetration testing required.

  • Work independently and troubleshoot technical and business process related issues.

  • Develop subject matter expertise in the entire information security stack.

  • Develop technical testing solutions for internal consumption.

  • Ability to appropriately analyze and scope vulnerability disclosures, CVEs.

  • Expertise in OWASP.

  • Experience leading penetration testing programs or engagements in a large enterprise environment.

  • Excellent understanding of threat vectors and containment methods

  • Knowledge of Active Directory discovery, enumeration and exploit methods.

  • Experience assessing cloud environments (AWS, Azure, GCP), including common misconfigurations, attack paths, and defensive controls.

  • Excellent written and verbal communication skills, with the ability to present technical findings to both technical and non-technical audiences.

Nice to Have

  • Experience with multiple and current Endpoint Detection and Response solutions

  • Experience with Vulnerability Management concepts and best practices

  • OS (Windows, Linux and Mac OS, mobile OS’s)

  • Expertise in networking concepts, protocols and encryption

  • Expertise in application security practices and tools

  • Expertise in programming/scripting languages strongly preferred: Python, PowerShell, Bash, C/C++/C# etc.

  • Expertise in Metasploit or similar tooling

  • Expertise in penetration testing security tooling, such as Kali Linux

  • Expertise in Burp Suite or similar tooling

  • Purple team experience

The typical annual salary range for this position is shown below and is negotiable depending upon experience and location. The position is eligible for a discretionary annual bonus.

$123,000.00 - $190,000.00

We offer exceptional earning potential and a competitive benefits package, including group health insurance benefits (medical, vision, dental), FSA and HSA healthcare accounts, life and accident insurance, adoption and fertility assistance, paid parental leave of up to 6 weeks, and short/long term disability. Robert Half provides paid time off for vacation, personal needs, and sick time. The amount of Choice Time Off (CTO) our people receive varies based on their years of service and is pro-rated based on the hours worked per week. A new hire earns up to 17 days of CTO per calendar year. Our people also receive up to 11 paid holidays per calendar year. We also offer the opportunity to contribute to our company 401(k) savings and investment plan or deferred compensation plan (if eligible), with an employer match of 100% on the first 3% of your contributions for eligible employees. Learn more at https://roberthalfbenefits.com.

Robert Half Inc. is an Equal Opportunity Employer. M/F/Disability/Veteran

As part of Robert Half’s Corporate Services facility employment process, any offer of employment is contingent upon successful completion of a background check.

Our recruiters use their expertise and may utilize AI to help with their evaluation of candidates.

Robert Half is committed to being an equal employment employer offering opportunities to all job seekers, including individuals with disabilities. If you believe you need a reasonable accommodation in order to search for a job opening or to apply for a position, please contact us by sending an email to [email protected] or call 1.855.744.6947 for assistance.

In your email please include the following:

  • The specific accommodation requested to complete the employment application.

  • The location(s) (city, state) to which you would like to apply.

For positions located in San Francisco, CA: Robert Half will consider qualified applicants with criminal histories in a manner consistent with the requirements of the San Francisco Fair Chance Ordinance.

For positions located in Los Angeles County, CA: Robert Half will consider for employment qualified applicants with arrest or conviction records in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act.

Skills Required

  • Bachelor's degree in Computer Science, Information Security, or related field, or equivalent experience
  • OSCP, OSEP, CRTP, CEH, CPT, CEPT, GPEN or other industry-standard penetration testing certification(s)
  • 5+ years experience in information security
  • 3+ years experience performing penetration testing
  • Experience leading penetration testing programs or engagements in a large enterprise environment
  • Ability to analyze and scope vulnerability disclosures and CVEs
  • Expertise in OWASP and application security principles
  • Knowledge of Active Directory discovery, enumeration, and exploit methods
  • Experience assessing cloud environments (AWS, Azure, GCP) including misconfigurations and attack paths
  • Excellent written and verbal communication skills, able to present to technical and non-technical audiences
  • 7+ years combined IT and security work experience with broad exposure to systems, networking, administration (preferred)
  • Advanced degree (preferred)
  • Experience with multiple/current Endpoint Detection and Response (EDR) solutions
  • Experience with Vulnerability Management concepts and best practices
  • Familiarity with Windows, Linux, macOS and mobile operating systems
  • Expertise in programming/scripting languages (Python, PowerShell, Bash, C/C++/C#)
  • Expertise in Metasploit or similar tooling
  • Expertise in penetration testing tooling such as Kali Linux
  • Expertise in Burp Suite or similar web application testing tooling
  • Purple team experience

Robert Half Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Robert Half and has not been reviewed or approved by Robert Half.

  • Strong & Reliable Incentives Pay cadence for contractors is weekly and considered reliable on assignments, providing steady income between gigs. Sales/recruiting tracks can see meaningful upside from bonuses and commissions when performance is strong.
  • Healthcare Strength Corporate employees are offered comprehensive core coverage including medical, dental, vision, life/AD&D, and disability, supplemented by EAP and wellness initiatives. Feedback suggests these benefits form a competitive, standard suite for full‑time roles.
  • Retirement Support Access to a 401(k) is available for both corporate employees and contract talent, administered through Fidelity. Match formulas and vesting are not consistently public, but availability is a consistent part of the program.

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The Company
HQ: Menlo Park, CA

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